docker: trim compose override example

- remove all traces of CHATMAIL_NOACME; purge certwatch service
- introduce TLS_EXTERNAL_CERT_AND_KEY as per new logic

.dockerignore

@@ -0,0 +1,18 @@
+data/
+venv/
+__pycache__
+*.pyc
+*.orig
+*.ini
+.pytest_cache
+.env
+
+# Slim build context — .git/ alone can be 100s of MB
+.git
+.github/
+docs/
+tests/
+
+# Exclude markdown files but keep www/src/*.md (used by WebsiteDeployer)
+*.md
+!www/**/*.md

.github/workflows/ci.yaml

@@ -14,7 +14,8 @@ jobs:
         # Otherwise `test_deployed_state` will be unhappy.
         with:
           ref: ${{ github.event.pull_request.head.sha }}
-
+      - name: download filtermail
+        run: curl -L https://github.com/chatmail/filtermail/releases/download/v0.3.0/filtermail-x86_64 -o /usr/local/bin/filtermail && chmod +x /usr/local/bin/filtermail
       - name: run chatmaild tests 
         working-directory: chatmaild
         run: pipx run tox

.github/workflows/docker-build.yaml

@@ -0,0 +1,76 @@
+name: Docker Build
+
+on:
+  pull_request:
+    paths:
+      - 'docker/**'
+      - 'docker-compose.yaml'
+      - '.dockerignore'
+      - 'chatmaild/**'
+      - 'cmdeploy/**'
+      - '.github/workflows/docker-build.yaml'
+  push:
+    branches:
+      - main
+      - j4n/docker
+    paths:
+      - 'docker/**'
+      - 'docker-compose.yaml'
+      - '.dockerignore'
+      - 'chatmaild/**'
+      - 'cmdeploy/**'
+      - '.github/workflows/docker-build.yaml'
+    tags:
+      - 'v*'
+
+env:
+  REGISTRY: ghcr.io
+  IMAGE_NAME: ${{ github.repository }}
+
+jobs:
+  build:
+    name: Build Docker image
+    runs-on: ubuntu-latest
+    permissions:
+      contents: read
+      packages: write
+    steps:
+      - uses: actions/checkout@v4
+
+      - name: Set up Docker Buildx
+        uses: docker/setup-buildx-action@v3
+
+      - name: Login to GHCR
+        if: github.event_name == 'push'
+        uses: docker/login-action@v3
+        with:
+          registry: ${{ env.REGISTRY }}
+          username: ${{ github.actor }}
+          password: ${{ secrets.GITHUB_TOKEN }}
+
+      - name: Extract metadata (tags, labels)
+        id: meta
+        uses: docker/metadata-action@v5
+        with:
+          images: ${{ env.REGISTRY }}/${{ env.IMAGE_NAME }}
+          tags: |
+            # Tagged releases: v1.2.3 → :1.2.3, :1.2, :latest
+            type=semver,pattern={{version}}
+            type=semver,pattern={{major}}.{{minor}}
+            # Branch pushes: j4n/docker → :j4n-docker
+            type=ref,event=branch
+            # Always: :sha-<hash>
+            type=sha
+
+      - name: Build and push
+        uses: docker/build-push-action@v6
+        with:
+          context: .
+          file: docker/chatmail_relay.dockerfile
+          push: ${{ github.event_name == 'push' }}
+          tags: ${{ steps.meta.outputs.tags }}
+          labels: ${{ steps.meta.outputs.labels }}
+          cache-from: type=gha
+          cache-to: type=gha,mode=max
+          build-args: |
+            GIT_HASH=${{ github.sha }}

.github/workflows/test-and-deploy-ipv4only.yaml

@@ -74,8 +74,8 @@ jobs:
       - run: |
           cmdeploy init staging-ipv4.testrun.org
           sed -i 's#disable_ipv6 = False#disable_ipv6 = True#' chatmail.ini
-
-      - run: cmdeploy run --verbose --skip-dns-check
+          sed -i 's/#\s*mtail_address/mtail_address/' chatmail.ini
+          cmdeploy run --verbose --skip-dns-check
 
       - name: set DNS entries
         run: |

.github/workflows/test-and-deploy.yaml

@@ -74,7 +74,9 @@ jobs:
       - name: run deploy-chatmail offline tests 
         run: pytest --pyargs cmdeploy 
 
-      - run: cmdeploy init staging2.testrun.org
+      - run: |
+          cmdeploy init staging2.testrun.org
+          sed -i 's/#\s*mtail_address/mtail_address/' chatmail.ini
 
       - run: cmdeploy run --verbose --skip-dns-check
 

.github/workflows/test-tls-external.yaml

@@ -0,0 +1,37 @@
+name: test tls_external_cert_and_key on staging2.testrun.org
+
+on:
+  workflow_run:
+    workflows:
+      - "deploy on staging2.testrun.org, and run tests"
+    types:
+      - completed
+
+jobs:
+  test-tls-external:
+    name: test tls_external_cert_and_key
+    runs-on: ubuntu-latest
+    timeout-minutes: 30
+    concurrency: staging2.testrun.org
+    environment:
+      name: staging2.testrun.org
+
+    steps:
+      - uses: actions/checkout@v4
+
+      - name: prepare SSH
+        run: |
+          mkdir -p ~/.ssh
+          echo "${{ secrets.STAGING_SSH_KEY }}" >> ~/.ssh/id_ed25519
+          chmod 600 ~/.ssh/id_ed25519
+          ssh-keyscan staging2.testrun.org >> ~/.ssh/known_hosts 2>/dev/null
+
+      - run: scripts/initenv.sh
+
+      - name: append venv/bin to PATH
+        run: echo venv/bin >>$GITHUB_PATH
+
+      - name: run tls_external e2e test
+        run: |
+          python -m cmdeploy.tests.setup_tls_external \
+            staging2.testrun.org

.gitignore

@@ -164,3 +164,9 @@ cython_debug/
 #.idea/
 
 chatmail.zone
+
+# docker
+/data/
+/custom/
+docker-compose.override.yaml
+.env

chatmaild/pyproject.toml

@@ -24,7 +24,6 @@ where = ['src']
 [project.scripts]
 doveauth = "chatmaild.doveauth:main"
 chatmail-metadata = "chatmaild.metadata:main"
-filtermail = "chatmaild.filtermail:main"
 chatmail-metrics = "chatmaild.metrics:main"
 chatmail-expire = "chatmaild.expire:main"
 chatmail-fsreport = "chatmaild.fsreport:main"

chatmaild/src/chatmaild/config.py

@@ -1,3 +1,4 @@
+import os
 from pathlib import Path
 
 import iniconfig
@@ -20,7 +21,8 @@ class Config:
     def __init__(self, inipath, params):
         self._inipath = inipath
         self.mail_domain = params["mail_domain"]
-        self.max_user_send_per_minute = int(params["max_user_send_per_minute"])
+        self.max_user_send_per_minute = int(params.get("max_user_send_per_minute", 60))
+        self.max_user_send_burst_size = int(params.get("max_user_send_burst_size", 10))
         self.max_mailbox_size = params["max_mailbox_size"]
         self.max_message_size = int(params.get("max_message_size", "31457280"))
         self.delete_mails_after = params["delete_mails_after"]
@@ -32,16 +34,18 @@ class Config:
         self.passthrough_senders = params["passthrough_senders"].split()
         self.passthrough_recipients = params["passthrough_recipients"].split()
         self.www_folder = params.get("www_folder", "")
-        self.filtermail_smtp_port = int(params["filtermail_smtp_port"])
+        self.filtermail_smtp_port = int(params.get("filtermail_smtp_port", "10080"))
         self.filtermail_smtp_port_incoming = int(
-            params["filtermail_smtp_port_incoming"]
+            params.get("filtermail_smtp_port_incoming", "10081")
         )
-        self.postfix_reinject_port = int(params["postfix_reinject_port"])
+        self.postfix_reinject_port = int(params.get("postfix_reinject_port", "10025"))
         self.postfix_reinject_port_incoming = int(
-            params["postfix_reinject_port_incoming"]
+            params.get("postfix_reinject_port_incoming", "10026")
         )
         self.mtail_address = params.get("mtail_address")
         self.disable_ipv6 = params.get("disable_ipv6", "false").lower() == "true"
+        self.addr_v4 = os.environ.get("CHATMAIL_ADDR_V4", "")
+        self.addr_v6 = os.environ.get("CHATMAIL_ADDR_V6", "")
         self.acme_email = params.get("acme_email", "")
         self.imap_rawlog = params.get("imap_rawlog", "false").lower() == "true"
         self.imap_compress = params.get("imap_compress", "false").lower() == "true"
@@ -56,6 +60,32 @@ class Config:
         self.privacy_pdo = params.get("privacy_pdo")
         self.privacy_supervisor = params.get("privacy_supervisor")
 
+        # TLS certificate management.
+        # If tls_external_cert_and_key is set, use externally managed certs.
+        # Otherwise derived from the domain name:
+        # - Domains starting with "_" use self-signed certificates
+        # - All other domains use ACME.
+        external = params.get("tls_external_cert_and_key", "").strip()
+
+        if external:
+            parts = external.split()
+            if len(parts) != 2:
+                raise ValueError(
+                    "tls_external_cert_and_key must have two space-separated"
+                    " paths: CERT_PATH KEY_PATH"
+                )
+            self.tls_cert_mode = "external"
+            self.tls_cert_path = parts[0]
+            self.tls_key_path = parts[1]
+        elif self.mail_domain.startswith("_"):
+            self.tls_cert_mode = "self"
+            self.tls_cert_path = "/etc/ssl/certs/mailserver.pem"
+            self.tls_key_path = "/etc/ssl/private/mailserver.key"
+        else:
+            self.tls_cert_mode = "acme"
+            self.tls_cert_path = f"/var/lib/acme/live/{self.mail_domain}/fullchain"
+            self.tls_key_path = f"/var/lib/acme/live/{self.mail_domain}/privkey"
+
         # deprecated option
         mbdir = params.get("mailboxes_dir", f"/home/vmail/mail/{self.mail_domain}")
         self.mailboxes_dir = Path(mbdir.strip())

chatmaild/src/chatmaild/dictproxy.py

@@ -22,7 +22,7 @@ class DictProxy:
                 wfile.flush()
 
     def handle_dovecot_request(self, msg, transactions):
-        # see https://doc.dovecot.org/developer_manual/design/dict_protocol/#dovecot-dict-protocol
+        # see https://doc.dovecot.org/2.3/developer_manual/design/dict_protocol/#dovecot-dict-protocol
         short_command = msg[0]
         parts = msg[1:].split("\t")
 

chatmaild/src/chatmaild/doveauth.py

@@ -16,7 +16,7 @@ NOCREATE_FILE = "/etc/chatmail-nocreate"
 
 
 def encrypt_password(password: str):
-    # https://doc.dovecot.org/configuration_manual/authentication/password_schemes/
+    # https://doc.dovecot.org/2.3/configuration_manual/authentication/password_schemes/
     passhash = crypt_r.crypt(password, crypt_r.METHOD_SHA512)
     return "{SHA512-CRYPT}" + passhash
 

chatmaild/src/chatmaild/expire.py

@@ -144,7 +144,7 @@ class Expiry:
                 continue
             changed = True
         if changed:
-            self.remove_file("maildirsize")
+            self.remove_file(f"{mbox.basedir}/maildirsize")
 
     def get_summary(self):
         return (

chatmaild/src/chatmaild/filtermail.py

@@ -1,378 +0,0 @@
-#!/usr/bin/env python3
-import asyncio
-import base64
-import binascii
-import sys
-import time
-from email import policy
-from email.parser import BytesParser
-from email.utils import parseaddr
-from smtplib import SMTP as SMTPClient
-
-from aiosmtpd.controller import Controller
-from aiosmtpd.smtp import SMTP
-
-from .config import read_config
-
-ENCRYPTION_NEEDED_523 = "523 Encryption Needed: Invalid Unencrypted Mail"
-
-
-def check_openpgp_payload(payload: bytes):
-    """Checks the OpenPGP payload.
-
-    OpenPGP payload must consist only of PKESK and SKESK packets
-    terminated by a single SEIPD packet.
-
-    Returns True if OpenPGP payload is correct,
-    False otherwise.
-
-    May raise IndexError while trying to read OpenPGP packet header
-    if it is truncated.
-    """
-    i = 0
-    while i < len(payload):
-        # Only OpenPGP format is allowed.
-        if payload[i] & 0xC0 != 0xC0:
-            return False
-
-        packet_type_id = payload[i] & 0x3F
-        i += 1
-
-        while payload[i] >= 224 and payload[i] < 255:
-            # Partial body length.
-            partial_length = 1 << (payload[i] & 0x1F)
-            i += 1 + partial_length
-
-        if payload[i] < 192:
-            # One-octet length.
-            body_len = payload[i]
-            i += 1
-        elif payload[i] < 224:
-            # Two-octet length.
-            body_len = ((payload[i] - 192) << 8) + payload[i + 1] + 192
-            i += 2
-        elif payload[i] == 255:
-            # Five-octet length.
-            body_len = (
-                (payload[i + 1] << 24)
-                | (payload[i + 2] << 16)
-                | (payload[i + 3] << 8)
-                | payload[i + 4]
-            )
-            i += 5
-        else:
-            # Impossible, partial body length was processed above.
-            return False
-
-        i += body_len
-
-        if i == len(payload):
-            # Last packet should be
-            # Symmetrically Encrypted and Integrity Protected Data Packet (SEIPD)
-            #
-            # This is the only place where this function may return `True`.
-            return packet_type_id == 18
-        elif packet_type_id not in [1, 3]:
-            # All packets except the last one must be either
-            # Public-Key Encrypted Session Key Packet (PKESK)
-            # or
-            # Symmetric-Key Encrypted Session Key Packet (SKESK)
-            return False
-
-    return False
-
-
-def check_armored_payload(payload: str, outgoing: bool):
-    """Check the armored PGP message for invalid content.
-
-    :param payload: the armored PGP message
-    :param outgoing: whether the message is outgoing or incoming
-    :return: whether the message is a valid PGP message
-    """
-    prefix = "-----BEGIN PGP MESSAGE-----\r\n"
-    if not payload.startswith(prefix):
-        return False
-    payload = payload.removeprefix(prefix)
-
-    while payload.endswith("\r\n"):
-        payload = payload.removesuffix("\r\n")
-    suffix = "-----END PGP MESSAGE-----"
-    if not payload.endswith(suffix):
-        return False
-    payload = payload.removesuffix(suffix)
-
-    version_comment = "Version: "
-    if payload.startswith(version_comment):
-        if outgoing:  # Disallow comments in outgoing messages
-            return False
-        # Remove comments from incoming messages
-        payload = payload.partition("\r\n")[2]
-
-    while payload.startswith("\r\n"):
-        payload = payload.removeprefix("\r\n")
-
-    # Remove CRC24.
-    payload = payload.rpartition("=")[0]
-
-    try:
-        payload = base64.b64decode(payload)
-    except binascii.Error:
-        return False
-
-    try:
-        return check_openpgp_payload(payload)
-    except IndexError:
-        return False
-
-
-def is_securejoin(message):
-    if message.get("secure-join") not in ["vc-request", "vg-request"]:
-        return False
-    if not message.is_multipart():
-        return False
-    parts_count = 0
-    for part in message.iter_parts():
-        parts_count += 1
-        if parts_count > 1:
-            return False
-        if part.is_multipart():
-            return False
-        if part.get_content_type() != "text/plain":
-            return False
-
-        payload = part.get_payload().strip().lower()
-        if payload not in ("secure-join: vc-request", "secure-join: vg-request"):
-            return False
-    return True
-
-
-def check_encrypted(message, outgoing=True):
-    """Check that the message is an OpenPGP-encrypted message.
-
-    MIME structure of the message must correspond to <https://www.rfc-editor.org/rfc/rfc3156>.
-    """
-    if not message.is_multipart():
-        return False
-    if message.get_content_type() != "multipart/encrypted":
-        return False
-    parts_count = 0
-    for part in message.iter_parts():
-        # We explicitly check Content-Type of each part later,
-        # but this is to be absolutely sure `get_payload()` returns string and not list.
-        if part.is_multipart():
-            return False
-
-        if parts_count == 0:
-            if part.get_content_type() != "application/pgp-encrypted":
-                return False
-
-            payload = part.get_payload()
-            if payload.strip() != "Version: 1":
-                return False
-        elif parts_count == 1:
-            if part.get_content_type() != "application/octet-stream":
-                return False
-
-            if not check_armored_payload(part.get_payload(), outgoing=outgoing):
-                return False
-        else:
-            return False
-        parts_count += 1
-    return True
-
-
-async def asyncmain_beforequeue(config, mode):
-    if mode == "outgoing":
-        port = config.filtermail_smtp_port
-        handler = OutgoingBeforeQueueHandler(config)
-    else:
-        port = config.filtermail_smtp_port_incoming
-        handler = IncomingBeforeQueueHandler(config)
-    HackedController(
-        handler,
-        hostname="127.0.0.1",
-        port=port,
-        data_size_limit=config.max_message_size,
-    ).start()
-
-
-def recipient_matches_passthrough(recipient, passthrough_recipients):
-    for addr in passthrough_recipients:
-        if recipient == addr:
-            return True
-        if addr[0] == "@" and recipient.endswith(addr):
-            return True
-    return False
-
-
-class HackedController(Controller):
-    def factory(self):
-        return SMTPDiscardRCPTO_options(self.handler, **self.SMTP_kwargs)
-
-
-class SMTPDiscardRCPTO_options(SMTP):
-    def _getparams(self, params):
-        # Ignore RCPT TO parameters.
-        #
-        # Otherwise parameters such as `ORCPT=...`
-        # or `NOTIFY=DELAY,FAILURE` (generated by Stalwart)
-        # make aiosmtpd reject the message here:
-        # <https://github.com/aio-libs/aiosmtpd/blob/98f578389ae86e5345cc343fa4e5a17b21d9c96d/aiosmtpd/smtp.py#L1379-L1384>
-        return {}
-
-
-class OutgoingBeforeQueueHandler:
-    def __init__(self, config):
-        self.config = config
-        self.send_rate_limiter = SendRateLimiter()
-
-    async def handle_MAIL(self, server, session, envelope, address, mail_options):
-        log_info(f"handle_MAIL from {address}")
-        envelope.mail_from = address
-        max_sent = self.config.max_user_send_per_minute
-        if not self.send_rate_limiter.is_sending_allowed(address, max_sent):
-            return f"450 4.7.1: Too much mail from {address}"
-
-        parts = envelope.mail_from.split("@")
-        if len(parts) != 2:
-            return f"500 Invalid from address <{envelope.mail_from!r}>"
-
-        return "250 OK"
-
-    async def handle_DATA(self, server, session, envelope):
-        loop = asyncio.get_running_loop()
-        return await loop.run_in_executor(None, self.sync_handle_DATA, envelope)
-
-    def sync_handle_DATA(self, envelope):
-        log_info("handle_DATA before-queue")
-        error = self.check_DATA(envelope)
-        if error:
-            return error
-        log_info("re-injecting the mail that passed checks")
-        client = SMTPClient("localhost", self.config.postfix_reinject_port)
-        client.sendmail(
-            envelope.mail_from, envelope.rcpt_tos, envelope.original_content
-        )
-        return "250 OK"
-
-    def check_DATA(self, envelope):
-        """the central filtering function for e-mails."""
-        log_info(f"Processing DATA message from {envelope.mail_from}")
-
-        message = BytesParser(policy=policy.default).parsebytes(envelope.content)
-        mail_encrypted = check_encrypted(message, outgoing=True)
-
-        _, from_addr = parseaddr(message.get("from").strip())
-
-        if envelope.mail_from.lower() != from_addr.lower():
-            return f"500 Invalid FROM <{from_addr!r}> for <{envelope.mail_from!r}>"
-
-        if mail_encrypted or is_securejoin(message):
-            print("Outgoing: Filtering encrypted mail.", file=sys.stderr)
-            return
-
-        print("Outgoing: Filtering unencrypted mail.", file=sys.stderr)
-
-        if envelope.mail_from in self.config.passthrough_senders:
-            return
-
-        # allow self-sent Autocrypt Setup Message
-        if envelope.rcpt_tos == [from_addr]:
-            if message.get("subject") == "Autocrypt Setup Message":
-                if message.get_content_type() == "multipart/mixed":
-                    return
-
-        passthrough_recipients = self.config.passthrough_recipients
-
-        for recipient in envelope.rcpt_tos:
-            if recipient_matches_passthrough(recipient, passthrough_recipients):
-                continue
-
-            print("Rejected unencrypted mail.", file=sys.stderr)
-            return ENCRYPTION_NEEDED_523
-
-
-class IncomingBeforeQueueHandler:
-    def __init__(self, config):
-        self.config = config
-
-    async def handle_DATA(self, server, session, envelope):
-        loop = asyncio.get_running_loop()
-        return await loop.run_in_executor(None, self.sync_handle_DATA, envelope)
-
-    def sync_handle_DATA(self, envelope):
-        log_info("handle_DATA before-queue")
-        error = self.check_DATA(envelope)
-        if error:
-            return error
-        log_info("re-injecting the mail that passed checks")
-
-        client = SMTPClient(
-            "localhost",
-            self.config.postfix_reinject_port_incoming,
-        )
-        client.sendmail(
-            envelope.mail_from, envelope.rcpt_tos, envelope.original_content
-        )
-        return "250 OK"
-
-    def check_DATA(self, envelope):
-        """the central filtering function for e-mails."""
-        log_info(f"Processing DATA message from {envelope.mail_from}")
-
-        message = BytesParser(policy=policy.default).parsebytes(envelope.content)
-        mail_encrypted = check_encrypted(message, outgoing=False)
-
-        if mail_encrypted or is_securejoin(message):
-            print("Incoming: Filtering encrypted mail.", file=sys.stderr)
-            return
-
-        print("Incoming: Filtering unencrypted mail.", file=sys.stderr)
-
-        # we want cleartext mailer-daemon messages to pass through
-        # chatmail core will typically not display them as normal messages
-        if message.get("auto-submitted"):
-            _, from_addr = parseaddr(message.get("from").strip())
-            if from_addr.lower().startswith("mailer-daemon@"):
-                if message.get_content_type() == "multipart/report":
-                    return
-
-        for recipient in envelope.rcpt_tos:
-            user = self.config.get_user(recipient)
-            if user is None or user.is_incoming_cleartext_ok():
-                continue
-
-            print("Rejected unencrypted mail.", file=sys.stderr)
-            return ENCRYPTION_NEEDED_523
-
-
-class SendRateLimiter:
-    def __init__(self):
-        self.addr2timestamps = {}
-
-    def is_sending_allowed(self, mail_from, max_send_per_minute):
-        last = self.addr2timestamps.setdefault(mail_from, [])
-        now = time.time()
-        last[:] = [ts for ts in last if ts >= (now - 60)]
-        if len(last) <= max_send_per_minute:
-            last.append(now)
-            return True
-        return False
-
-
-def log_info(msg):
-    print(msg, file=sys.stderr)
-
-
-def main():
-    args = sys.argv[1:]
-    assert len(args) == 2
-    config = read_config(args[0])
-    mode = args[1]
-    loop = asyncio.new_event_loop()
-    asyncio.set_event_loop(loop)
-    assert mode in ["incoming", "outgoing"]
-    task = asyncmain_beforequeue(config, mode)
-    loop.create_task(task)
-    log_info("entering serving loop")
-    loop.run_forever()

chatmaild/src/chatmaild/ini/chatmail.ini.f

@@ -11,9 +11,12 @@ mail_domain = {mail_domain}
 # Restrictions on user addresses
 #
 
-# how many mails a user can send out per minute
+# email sending rate per user and minute
 max_user_send_per_minute = 60
 
+# per-user max burst size for sending rate limiting (GCRA bucket capacity)
+max_user_send_burst_size = 10
+
 # maximum mailbox size of a chatmail address
 max_mailbox_size = 500M
 
@@ -45,6 +48,13 @@ passthrough_senders =
 # (space-separated, item may start with "@" to whitelist whole recipient domains)
 passthrough_recipients =
 
+# Use externally managed TLS certificates instead of built-in acmetool.
+# Paths refer to files on the deployment server (not the build machine).
+# Both files must already exist before running cmdeploy.
+# Certificate renewal is your responsibility; changed files are
+# picked up automatically by all relay services.
+# tls_external_cert_and_key = /path/to/fullchain.pem /path/to/privkey.pem
+
 # path to www directory - documented here: https://chatmail.at/doc/relay/getting_started.html#custom-web-pages
 #www_folder = www
 

chatmaild/src/chatmaild/newemail.py

@@ -6,6 +6,7 @@ import json
 import random
 import secrets
 import string
+from urllib.parse import quote
 
 from chatmaild.config import Config, read_config
 
@@ -23,13 +24,26 @@ def create_newemail_dict(config: Config):
     return dict(email=f"{user}@{config.mail_domain}", password=f"{password}")
 
 
+def create_dclogin_url(email, password):
+    """Build a dclogin: URL with credentials and self-signed cert acceptance.
+
+    Uses ic=3 (AcceptInvalidCertificates) so chatmail clients
+    can connect to servers with self-signed TLS certificates.
+    """
+    return f"dclogin:{quote(email, safe='@')}?p={quote(password, safe='')}&v=1&ic=3"
+
+
 def print_new_account():
     config = read_config(CONFIG_PATH)
     creds = create_newemail_dict(config)
 
+    result = dict(email=creds["email"], password=creds["password"])
+    if config.tls_cert_mode == "self":
+        result["dclogin_url"] = create_dclogin_url(creds["email"], creds["password"])
+
     print("Content-Type: application/json")
     print("")
-    print(json.dumps(creds))
+    print(json.dumps(result))
 
 
 if __name__ == "__main__":

chatmaild/src/chatmaild/tests/test_config.py

@@ -73,3 +73,50 @@ def test_config_userstate_paths(make_config, tmp_path):
 def test_config_max_message_size(make_config, tmp_path):
     config = make_config("something.testrun.org", dict(max_message_size="10000"))
     assert config.max_message_size == 10000
+
+
+def test_config_tls_default_acme(make_config):
+    config = make_config("chat.example.org")
+    assert config.tls_cert_mode == "acme"
+    assert config.tls_cert_path == "/var/lib/acme/live/chat.example.org/fullchain"
+    assert config.tls_key_path == "/var/lib/acme/live/chat.example.org/privkey"
+
+
+def test_config_tls_self(make_config):
+    config = make_config("_test.example.org")
+    assert config.tls_cert_mode == "self"
+    assert config.tls_cert_path == "/etc/ssl/certs/mailserver.pem"
+    assert config.tls_key_path == "/etc/ssl/private/mailserver.key"
+
+
+def test_config_tls_external(make_config):
+    config = make_config(
+        "chat.example.org",
+        {
+            "tls_external_cert_and_key": "/custom/fullchain.pem /custom/privkey.pem",
+        },
+    )
+    assert config.tls_cert_mode == "external"
+    assert config.tls_cert_path == "/custom/fullchain.pem"
+    assert config.tls_key_path == "/custom/privkey.pem"
+
+
+def test_config_tls_external_overrides_underscore(make_config):
+    config = make_config(
+        "_test.example.org",
+        {
+            "tls_external_cert_and_key": "/certs/fullchain.pem /certs/privkey.pem",
+        },
+    )
+    assert config.tls_cert_mode == "external"
+    assert config.tls_cert_path == "/certs/fullchain.pem"
+
+
+def test_config_tls_external_bad_format(make_config):
+    with pytest.raises(ValueError, match="two space-separated"):
+        make_config(
+            "chat.example.org",
+            {
+                "tls_external_cert_and_key": "/only/one/path.pem",
+            },
+        )

chatmaild/src/chatmaild/tests/test_filtermail.py

@@ -1,361 +0,0 @@
-import pytest
-
-from chatmaild.filtermail import (
-    IncomingBeforeQueueHandler,
-    OutgoingBeforeQueueHandler,
-    SendRateLimiter,
-    check_armored_payload,
-    check_encrypted,
-    is_securejoin,
-)
-
-
-@pytest.fixture
-def maildomain():
-    # let's not depend on a real chatmail instance for the offline tests below
-    return "chatmail.example.org"
-
-
-@pytest.fixture
-def handler(make_config, maildomain):
-    config = make_config(maildomain)
-    return OutgoingBeforeQueueHandler(config)
-
-
-@pytest.fixture
-def inhandler(make_config, maildomain):
-    config = make_config(maildomain)
-    return IncomingBeforeQueueHandler(config)
-
-
-def test_reject_forged_from(maildata, gencreds, handler):
-    class env:
-        mail_from = gencreds()[0]
-        rcpt_tos = [gencreds()[0]]
-
-    # test that the filter lets good mail through
-    to_addr = gencreds()[0]
-    env.content = maildata(
-        "encrypted.eml", from_addr=env.mail_from, to_addr=to_addr
-    ).as_bytes()
-
-    assert not handler.check_DATA(envelope=env)
-
-    # test that the filter rejects forged mail
-    env.content = maildata(
-        "encrypted.eml", from_addr="forged@c3.testrun.org", to_addr=to_addr
-    ).as_bytes()
-    error = handler.check_DATA(envelope=env)
-    assert "500" in error
-
-
-def test_filtermail_no_encryption_detection(maildata):
-    msg = maildata(
-        "plain.eml", from_addr="some@example.org", to_addr="other@example.org"
-    )
-    assert not check_encrypted(msg)
-
-    # https://xkcd.com/1181/
-    msg = maildata(
-        "fake-encrypted.eml", from_addr="some@example.org", to_addr="other@example.org"
-    )
-    assert not check_encrypted(msg)
-
-
-def test_filtermail_securejoin_detection(maildata):
-    msg = maildata(
-        "securejoin-vc.eml", from_addr="some@example.org", to_addr="other@example.org"
-    )
-    assert is_securejoin(msg)
-
-    msg = maildata(
-        "securejoin-vc-fake.eml",
-        from_addr="some@example.org",
-        to_addr="other@example.org",
-    )
-    assert not is_securejoin(msg)
-
-
-def test_filtermail_encryption_detection(maildata):
-    msg = maildata(
-        "encrypted.eml",
-        from_addr="1@example.org",
-        to_addr="2@example.org",
-        subject="Subject does not matter, will be replaced anyway",
-    )
-    assert check_encrypted(msg)
-
-
-def test_filtermail_no_literal_packets(maildata):
-    """Test that literal OpenPGP packet is not considered an encrypted mail."""
-    msg = maildata("literal.eml", from_addr="1@example.org", to_addr="2@example.org")
-    assert not check_encrypted(msg)
-
-
-def test_filtermail_unencrypted_mdn(maildata, gencreds):
-    """Unencrypted MDNs should not pass."""
-    from_addr = gencreds()[0]
-    to_addr = gencreds()[0] + ".other"
-    msg = maildata("mdn.eml", from_addr=from_addr, to_addr=to_addr)
-
-    assert not check_encrypted(msg)
-
-
-def test_send_rate_limiter():
-    limiter = SendRateLimiter()
-    for i in range(100):
-        if limiter.is_sending_allowed("some@example.org", 10):
-            if i <= 10:
-                continue
-            pytest.fail("limiter didn't work")
-        else:
-            assert i == 11
-            break
-
-
-def test_cleartext_excempt_privacy(maildata, gencreds, handler):
-    from_addr = gencreds()[0]
-    to_addr = "privacy@testrun.org"
-    handler.config.passthrough_recipients = [to_addr]
-    false_to = "privacy@something.org"
-
-    msg = maildata("plain.eml", from_addr=from_addr, to_addr=to_addr)
-
-    class env:
-        mail_from = from_addr
-        rcpt_tos = [to_addr]
-        content = msg.as_bytes()
-
-    # assert that None/no error is returned
-    assert not handler.check_DATA(envelope=env)
-
-    class env2:
-        mail_from = from_addr
-        rcpt_tos = [to_addr, false_to]
-        content = msg.as_bytes()
-
-    assert "523" in handler.check_DATA(envelope=env2)
-
-
-def test_cleartext_self_send_autocrypt_setup_message(maildata, gencreds, handler):
-    from_addr = gencreds()[0]
-    to_addr = from_addr
-
-    msg = maildata("asm.eml", from_addr=from_addr, to_addr=to_addr)
-
-    class env:
-        mail_from = from_addr
-        rcpt_tos = [to_addr]
-        content = msg.as_bytes()
-
-    assert not handler.check_DATA(envelope=env)
-
-
-def test_cleartext_send_fails(maildata, gencreds, handler):
-    from_addr = gencreds()[0]
-    to_addr = gencreds()[0]
-
-    msg = maildata("plain.eml", from_addr=from_addr, to_addr=to_addr)
-
-    class env:
-        mail_from = from_addr
-        rcpt_tos = [to_addr]
-        content = msg.as_bytes()
-
-    res = handler.check_DATA(envelope=env)
-    assert "523 Encryption Needed" in res
-
-
-def test_cleartext_incoming_fails(maildata, gencreds, inhandler):
-    from_addr = gencreds()[0]
-    to_addr, password = gencreds()
-
-    msg = maildata("plain.eml", from_addr=from_addr, to_addr=to_addr)
-
-    class env:
-        mail_from = from_addr
-        rcpt_tos = [to_addr]
-        content = msg.as_bytes()
-
-    user = inhandler.config.get_user(to_addr)
-    user.set_password(password)
-    res = inhandler.check_DATA(envelope=env)
-    assert "523 Encryption Needed" in res
-
-    user.allow_incoming_cleartext()
-    assert not inhandler.check_DATA(envelope=env)
-
-
-def test_cleartext_incoming_mailer_daemon(maildata, gencreds, inhandler):
-    from_addr = "mailer-daemon@example.org"
-    to_addr = gencreds()[0]
-
-    msg = maildata("mailer-daemon.eml", from_addr=from_addr, to_addr=to_addr)
-
-    class env:
-        mail_from = from_addr
-        rcpt_tos = [to_addr]
-        content = msg.as_bytes()
-
-    assert not inhandler.check_DATA(envelope=env)
-
-
-def test_cleartext_passthrough_domains(maildata, gencreds, handler):
-    from_addr = gencreds()[0]
-    to_addr = "privacy@x.y.z"
-    handler.config.passthrough_recipients = ["@x.y.z"]
-    false_to = "something@x.y"
-
-    msg = maildata("plain.eml", from_addr=from_addr, to_addr=to_addr)
-
-    class env:
-        mail_from = from_addr
-        rcpt_tos = [to_addr]
-        content = msg.as_bytes()
-
-    # assert that None/no error is returned
-    assert not handler.check_DATA(envelope=env)
-
-    class env2:
-        mail_from = from_addr
-        rcpt_tos = [to_addr, false_to]
-        content = msg.as_bytes()
-
-    assert "523" in handler.check_DATA(envelope=env2)
-
-
-def test_cleartext_passthrough_senders(gencreds, handler, maildata):
-    acc1 = gencreds()[0]
-    to_addr = "recipient@something.org"
-    handler.config.passthrough_senders = [acc1]
-
-    msg = maildata("plain.eml", from_addr=acc1, to_addr=to_addr)
-
-    class env:
-        mail_from = acc1
-        rcpt_tos = to_addr
-        content = msg.as_bytes()
-
-    # assert that None/no error is returned
-    assert not handler.check_DATA(envelope=env)
-
-
-def test_check_armored_payload():
-    prefix = "-----BEGIN PGP MESSAGE-----\r\n"
-    comment = "Version: ProtonMail\r\n"
-    payload = """\r
-wU4DSqFx0d1yqAoSAQdAYkX/ZN/Az4B0k7X47zKyWrXxlDEdS3WOy0Yf2+GJTFgg\r
-Zk5ql0mLG8Ze+ZifCS0XMO4otlemSyJ0K1ZPdFMGzUDBTgNqzkFabxXoXRIBB0AM\r
-755wlX41X6Ay3KhnwBq7yEqSykVH6F3x11iHPKraLCAGZoaS8bKKNy/zg5slda1X\r
-pt14b4aC1VwtSnYhcRRELNLD/wE2TFif+g7poMmFY50VyMPLYjVP96Z5QCT4+z4H\r
-Ikh/pRRN8S3JNMrRJHc6prooSJmLcx47Y5un7VFy390MsJ+LiUJuQMDdYWRAinfs\r
-Ebm89Ezjm7F03qbFPXE0X4ZNzVXS/eKO0uhJQdiov/vmbn41rNtHmNpqjaO0vi5+\r
-sS9tR7yDUrIXiCUCN78eBLVioxtktsPZm5cDORbQWzv+7nmCEz9/JowCUcBVdCGn\r
-1ofOaH82JCAX/cRx08pLaDNj6iolVBsi56Dd+2bGxJOZOG2AMcEyz0pXY0dOAJCD\r
-iUThcQeGIdRnU3j8UBcnIEsjLu2+C+rrwMZQESMWKnJ0rnqTk0pK5kXScr6F/L0L\r
-UE49ccIexNm3xZvYr5drszr6wz3Tv5fdue87P4etBt90gF/Vzknck+g1LLlkzZkp\r
-d8dI0k2tOSPjUbDPnSy1x+X73WGpPZmj0kWT+RGvq0nH6UkJj3AQTG2qf1T8jK+3\r
-rTp3LR9vDkMwDjX4R8SA9c0wdnUzzr79OYQC9lTnzcx+fM6BBmgQ2GrS33jaFLp7\r
-L6/DFpCl5zhnPjM/2dKvMkw/Kd6XS/vjwsO405FQdjSDiQEEAZA+ZvAfcjdccbbU\r
-yCO+x0QNdeBsufDVnh3xvzuWy4CICdTQT4s1AWRPCzjOj+SGmx5WqCLWfsd8Ma0+\r
-w/C7SfTYu1FDQILLM+llpq1M/9GPley4QZ8JQjo262AyPXsPF/OW48uuZz0Db1xT\r
-Yh4iHBztj4VSdy7l2+IyaIf7cnL4EEBFxv/MwmVDXvDlxyvfAfIsd3D9SvJESzKZ\r
-VWDYwaocgeCN+ojKu1p885lu1EfRbX3fr3YO02K5/c2JYDkc0Py0W3wUP/J1XUax\r
-pbKpzwlkxEgtmzsGqsOfMJqBV3TNDrOA2uBsa+uBqP5MGYLZ49S/4v/bW9I01Cr1\r
-D2ZkV510Y1Vgo66WlP8mRqOTyt/5WRhPD+MxXdk67BNN/PmO6tMlVoJDuk+XwWPR\r
-t2TvNaND/yabT9eYI55Og4fzKD6RIjouUX8DvKLkm+7aXxVs2uuLQ3Jco3O82z55\r
-dbShU1jYsrw9oouXUz06MHPbkdhNbF/2hfhZ2qA31sNeovJw65iUv7sDKX3LVWgJ\r
-10jlywcDwqlU8CO7WC9lGixYTbnOkYZpXCGEl8e6Jbs79l42YFo4ogYpFK1NXFhV\r
-kOXRmDf/wmfj+c/ld3L2PkvwlgofhCudOQknZbo3ub1gjiTn7L+lMGHIj/3suMIl\r
-ID4EUxAXScIM1ZEz2fjtW5jATlqYcLjLTbf/olw6HFyPNH+9IssqXeZNKnGwPUB9\r
-3lTXsg0tpzl+x7F/2WjEw1DSNhjC0KnHt1vEYNMkUGDGFdN9y3ERLqX/FIgiASUb\r
-bTvAVupnAK3raBezGmhrs6LsQtLS9P0VvQiLU3uDhMqw8Z4SISLpcD+NnVBHzQqm\r
-6W5Qn/8xsCL6av18yUVTi2G3igt3QCNoYx9evt2ZcIkNoyyagUVjfZe5GHXh8Dnz\r
-GaBXW/hg3HlXLRGaQu4RYCzBMJILcO25OhZOg6jbkCLiEexQlm2e9krB5cXR49Al\r
-UN4fiB0KR9JyG2ayUdNJVkXZSZLnHyRgiaadlpUo16LVvw==\r
-=b5Kp\r
------END PGP MESSAGE-----\r
-\r
-\r
-"""
-
-    commented_payload = prefix + comment + payload
-    assert check_armored_payload(commented_payload, outgoing=False) == True
-    assert check_armored_payload(commented_payload, outgoing=True) == False
-
-    payload = prefix + payload
-    assert check_armored_payload(payload, outgoing=False) == True
-    assert check_armored_payload(payload, outgoing=True) == True
-
-    payload = payload.removesuffix("\r\n")
-    assert check_armored_payload(payload, outgoing=False) == True
-    assert check_armored_payload(payload, outgoing=True) == True
-
-    payload = payload.removesuffix("\r\n")
-    assert check_armored_payload(payload, outgoing=False) == True
-    assert check_armored_payload(payload, outgoing=True) == True
-
-    payload = payload.removesuffix("\r\n")
-    assert check_armored_payload(payload, outgoing=False) == True
-    assert check_armored_payload(payload, outgoing=True) == True
-
-    payload = """-----BEGIN PGP MESSAGE-----\r
-\r
-HELLOWORLD
------END PGP MESSAGE-----\r
-\r
-"""
-    assert check_armored_payload(payload, outgoing=False) == False
-    assert check_armored_payload(payload, outgoing=True) == False
-
-    payload = """-----BEGIN PGP MESSAGE-----\r
-\r
-=njUN
------END PGP MESSAGE-----\r
-\r
-"""
-    assert check_armored_payload(payload, outgoing=False) == False
-    assert check_armored_payload(payload, outgoing=True) == False
-
-    # Test payload using partial body length
-    # as generated by GopenPGP.
-    payload = """-----BEGIN PGP MESSAGE-----\r
-\r
-wV4DdCVjRfOT3TQSAQdAY5+pjT6mlCxPGdR3be4w7oJJRUGIPI/Vnh+mJxGSm34w\r
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-/MyTW3Yo/ekk/npHr7iYYqJTCc21bDGLWQcIo/XO7WPxrKNWGBNPFnkRdw0MaKr4\r
-+cEM3V8NFnSEpC12xA+RX/CezuJtwXZK5MpG76eYqMO6qyC+c25YcFecEufDZDxx\r
-ZLqRszVRyxyWPtk/oIeQK2v9wOqY6N9/ff01gHz69vqYqN5bUw/QKZsmx1zW+gPw\r
-6x2tDK2BHeYl182gCbhlKISRFwCtbjqZSkiKWao/VtygHkw0fK34avJuyQ/X9YaN\r
-BRy+7Lf3VA53pnB5WJ1xwRXN8VDvmZeXzv2krHveCMemj0OjnRoCLu117xN0A5m9\r
-Fm/RoDix5PolDHtWTtr2m1n2hp2LHnj8at9lFEd0SKhAYHVL9KjzycwWODZRXt+x\r
-zGDDuooEeTvdY5NLyKcl4gETz1ZP4Ez5jGGjhPSwSpq1mU7UaJ9ZXXdr4KHyifW6\r
-ggNzNsGhXTap7IWZpTtqXABydfiBshmH2NjqtNDwBweJVSgP10+r0WhMWlaZs6xl\r
-V3o5yskJt6GlkwpJxZrTvN6Tiww/eW7HFV6NGf7IRSWY5tJc/iA7/92tOmkdvJ1q\r
-myLbG7cJB787QjplEyVe2P/JBO6xYvbkJLf9Q+HaviTO25rugRSrYsoKMDfO8VlQ\r
-1CcnTPVtApPZJEQzAWJEgVAM8uIlkqWJJMgyWT34sTkdBeCUFGloXQFs9Yxd0AGf\r
-/zHEkYZSTKpVSvAIGu4=\r
-=6iHb\r
------END PGP MESSAGE-----\r
-"""
-    assert check_armored_payload(payload, outgoing=False) == True
-    assert check_armored_payload(payload, outgoing=True) == True

chatmaild/src/chatmaild/tests/test_filtermail_blackbox.py

@@ -1,9 +1,15 @@
+import shutil
 import smtplib
 import subprocess
 import sys
 
 import pytest
 
+pytestmark = pytest.mark.skipif(
+    shutil.which("filtermail") is None,
+    reason="filtermail binary not found",
+)
+
 
 @pytest.fixture
 def smtpserver():

chatmaild/src/chatmaild/tests/test_newmail.py

@@ -1,7 +1,11 @@
 import json
 
 import chatmaild
-from chatmaild.newemail import create_newemail_dict, print_new_account
+from chatmaild.newemail import (
+    create_dclogin_url,
+    create_newemail_dict,
+    print_new_account,
+)
 
 
 def test_create_newemail_dict(example_config):
@@ -15,6 +19,18 @@ def test_create_newemail_dict(example_config):
     assert ac1["password"] != ac2["password"]
 
 
+def test_create_dclogin_url():
+    url = create_dclogin_url("user@example.org", "p@ss w+rd")
+    assert url.startswith("dclogin:")
+    assert "v=1" in url
+    assert "ic=3" in url
+
+    assert "user@example.org" in url
+    # password special chars must be encoded
+    assert "p%40ss" in url
+    assert "w%2Brd" in url
+
+
 def test_print_new_account(capsys, monkeypatch, maildomain, tmpdir, example_config):
     monkeypatch.setattr(chatmaild.newemail, "CONFIG_PATH", str(example_config._inipath))
     print_new_account()
@@ -25,3 +41,20 @@ def test_print_new_account(capsys, monkeypatch, maildomain, tmpdir, example_conf
     dic = json.loads(lines[2])
     assert dic["email"].endswith(f"@{example_config.mail_domain}")
     assert len(dic["password"]) >= 10
+    # default tls_cert=acme should not include dclogin_url
+    assert "dclogin_url" not in dic
+
+
+def test_print_new_account_self_signed(capsys, monkeypatch, make_config):
+    config = make_config("_test.example.org")
+    monkeypatch.setattr(chatmaild.newemail, "CONFIG_PATH", str(config._inipath))
+    print_new_account()
+    out, err = capsys.readouterr()
+    lines = out.split("\n")
+    dic = json.loads(lines[2])
+    assert "dclogin_url" in dic
+    url = dic["dclogin_url"]
+    assert url.startswith("dclogin:")
+    assert "ic=3" in url
+
+    assert dic["email"].split("@")[0] in url

cmdeploy/src/cmdeploy/basedeploy.py

@@ -5,6 +5,11 @@ import os
 from pyinfra.operations import files, server, systemd
 
 
+def has_systemd():
+    """Returns False during Docker image builds or any other non-systemd environment."""
+    return os.path.isdir("/run/systemd/system")
+
+
 def get_resource(arg, pkg=__package__):
     return importlib.resources.files(pkg).joinpath(arg)
 
@@ -17,9 +22,8 @@ def configure_remote_units(mail_domain, units) -> None:
 
     # install systemd units
     for fn in units:
-        execpath = fn if fn != "filtermail-incoming" else "filtermail"
         params = dict(
-            execpath=f"{remote_venv_dir}/bin/{execpath}",
+            execpath=f"{remote_venv_dir}/bin/{fn}",
             config_path=remote_chatmail_inipath,
             remote_venv_dir=remote_venv_dir,
             mail_domain=mail_domain,

cmdeploy/src/cmdeploy/chatmail.zone.j2

@@ -8,8 +8,10 @@
 {{ mail_domain }}.                   AAAA  {{ AAAA }}
 {% endif %}
 {{ mail_domain }}.                   MX 10 {{ mail_domain }}.
+{% if strict_tls %}
 _mta-sts.{{ mail_domain }}.          TXT "v=STSv1; id={{ sts_id }}"
 mta-sts.{{ mail_domain }}.           CNAME {{ mail_domain }}.
+{% endif %}
 www.{{ mail_domain }}.               CNAME {{ mail_domain }}.
 {{ dkim_entry }}
 

cmdeploy/src/cmdeploy/cmdeploy.py

@@ -71,6 +71,11 @@ def run_cmd_options(parser):
         action="store_true",
         help="install/upgrade the server, but disable postfix & dovecot for now",
     )
+    parser.add_argument(
+        "--website-only",
+        action="store_true",
+        help="only update/deploy the website, skipping full server upgrade/deployment, useful when you only changed/updated the web pages and don't need to re-run a full server upgrade",
+    )
     parser.add_argument(
         "--skip-dns-check",
         dest="dns_check_disabled",
@@ -86,20 +91,28 @@ def run_cmd(args, out):
     ssh_host = args.ssh_host if args.ssh_host else args.config.mail_domain
     sshexec = get_sshexec(ssh_host)
     require_iroh = args.config.enable_iroh_relay
+    strict_tls = args.config.tls_cert_mode == "acme"
     if not args.dns_check_disabled:
         remote_data = dns.get_initial_remote_data(sshexec, args.config.mail_domain)
-        if not dns.check_initial_remote_data(remote_data, print=out.red):
+        if not dns.check_initial_remote_data(remote_data, strict_tls=strict_tls, print=out.red):
             return 1
 
     env = os.environ.copy()
     env["CHATMAIL_INI"] = args.inipath
+    env["CHATMAIL_WEBSITE_ONLY"] = "True" if args.website_only else ""
     env["CHATMAIL_DISABLE_MAIL"] = "True" if args.disable_mail else ""
     env["CHATMAIL_REQUIRE_IROH"] = "True" if require_iroh else ""
+    if not args.dns_check_disabled:
+        env["CHATMAIL_ADDR_V4"] = remote_data.get("A") or ""
+        env["CHATMAIL_ADDR_V6"] = remote_data.get("AAAA") or ""
     deploy_path = importlib.resources.files(__package__).joinpath("run.py").resolve()
     pyinf = "pyinfra --dry" if args.dry_run else "pyinfra"
 
     cmd = f"{pyinf} --ssh-user root {ssh_host} {deploy_path} -y"
     if ssh_host in ["localhost", "@docker"]:
+        if ssh_host == "@docker":
+            env["CHATMAIL_NOPORTCHECK"] = "True"
+            env["CHATMAIL_NOSYSCTL"] = "True"
         cmd = f"{pyinf} @local {deploy_path} -y"
 
     if version.parse(pyinfra.__version__) < version.parse("3"):
@@ -108,9 +121,14 @@ def run_cmd(args, out):
 
     try:
         retcode = out.check_call(cmd, env=env)
-        if retcode == 0:
+        if args.website_only:
+            if retcode == 0:
+                out.green("Website deployment completed.")
+            else:
+                out.red("Website deployment failed.")
+        elif retcode == 0:
             out.green("Deploy completed, call `cmdeploy dns` next.")
-        elif not remote_data["acme_account_url"]:
+        elif not args.dns_check_disabled and strict_tls and not remote_data["acme_account_url"]:
             out.red("Deploy completed but letsencrypt not configured")
             out.red("Run 'cmdeploy run' again")
             retcode = 0
@@ -137,11 +155,13 @@ def dns_cmd(args, out):
     """Check DNS entries and optionally generate dns zone file."""
     ssh_host = args.ssh_host if args.ssh_host else args.config.mail_domain
     sshexec = get_sshexec(ssh_host, verbose=args.verbose)
+    tls_cert_mode = args.config.tls_cert_mode
+    strict_tls = tls_cert_mode == "acme"
     remote_data = dns.get_initial_remote_data(sshexec, args.config.mail_domain)
-    if not remote_data:
+    if not dns.check_initial_remote_data(remote_data, strict_tls=strict_tls):
         return 1
 
-    if not remote_data["acme_account_url"]:
+    if strict_tls and not remote_data["acme_account_url"]:
         out.red("could not get letsencrypt account url, please run 'cmdeploy run'")
         return 1
 
@@ -149,6 +169,7 @@ def dns_cmd(args, out):
         out.red("could not determine dkim_entry, please run 'cmdeploy run'")
         return 1
 
+    remote_data["strict_tls"] = strict_tls
     zonefile = dns.get_filled_zone_file(remote_data)
 
     if args.zonefile:
@@ -314,7 +335,7 @@ def add_config_option(parser):
         "--config",
         dest="inipath",
         action="store",
-        default=Path("chatmail.ini"),
+        default=Path(os.environ.get("CHATMAIL_INI", "chatmail.ini")),
         type=Path,
         help="path to the chatmail.ini file",
     )

cmdeploy/src/cmdeploy/deployers.py

@@ -2,6 +2,7 @@
 Chat Mail pyinfra deploy.
 """
 
+import os
 import shutil
 import subprocess
 import sys
@@ -10,6 +11,7 @@ from pathlib import Path
 
 from chatmaild.config import read_config
 from pyinfra import facts, host, logger
+from pyinfra.facts import hardware
 from pyinfra.api import FactBase
 from pyinfra.facts.files import Sha256File
 from pyinfra.facts.systemd import SystemdEnabled
@@ -18,24 +20,28 @@ from pyinfra.operations import apt, files, pip, server, systemd
 from cmdeploy.cmdeploy import Out
 
 from .acmetool import AcmetoolDeployer
+from .external.deployer import ExternalTlsDeployer
 from .basedeploy import (
     Deployer,
     Deployment,
     activate_remote_units,
     configure_remote_units,
     get_resource,
+    has_systemd,
 )
 from .dovecot.deployer import DovecotDeployer
+from .filtermail.deployer import FiltermailDeployer
 from .mtail.deployer import MtailDeployer
 from .nginx.deployer import NginxDeployer
 from .opendkim.deployer import OpendkimDeployer
 from .postfix.deployer import PostfixDeployer
+from .selfsigned.deployer import SelfSignedTlsDeployer
 from .www import build_webpages, find_merge_conflict, get_paths
 
 
 class Port(FactBase):
     """
-    Returns the process occuping a port.
+    Returns the process occupying a port.
     """
 
     def command(self, port: int) -> str:
@@ -63,6 +69,8 @@ def _build_chatmaild(dist_dir) -> None:
 
 
 def remove_legacy_artifacts():
+    if not has_systemd():
+        return
     # disable legacy doveauth-dictproxy.service
     if host.get_fact(SystemdEnabled).get("doveauth-dictproxy.service"):
         systemd.service(
@@ -140,6 +148,10 @@ def _configure_remote_venv_with_chatmaild(config) -> None:
 
 
 class UnboundDeployer(Deployer):
+    def __init__(self, config):
+        self.config = config
+        self.need_restart = False
+
     def install(self):
         # Run local DNS resolver `unbound`.
         # `resolvconf` takes care of setting up /etc/resolv.conf
@@ -176,6 +188,27 @@ class UnboundDeployer(Deployer):
                 "unbound-anchor -a /var/lib/unbound/root.key || true",
             ],
         )
+        if self.config.disable_ipv6:
+            files.directory(
+                path="/etc/unbound/unbound.conf.d",
+                present=True,
+                user="root",
+                group="root",
+                mode="755",
+            )
+            conf = files.put(
+                src=get_resource("unbound/unbound.conf.j2"),
+                dest="/etc/unbound/unbound.conf.d/chatmail.conf",
+                user="root",
+                group="root",
+                mode="644",
+            )
+        else:
+            conf = files.file(
+                path="/etc/unbound/unbound.conf.d/chatmail.conf",
+                present=False,
+            )
+        self.need_restart |= conf.changed
 
     def activate(self):
         server.shell(
@@ -190,6 +223,7 @@ class UnboundDeployer(Deployer):
             service="unbound.service",
             running=True,
             enabled=True,
+            restarted=self.need_restart,
         )
 
 
@@ -271,7 +305,7 @@ class LegacyRemoveDeployer(Deployer):
             present=False,
         )
         # remove echobot if it is still running
-        if host.get_fact(SystemdEnabled).get("echobot.service"):
+        if has_systemd() and host.get_fact(SystemdEnabled).get("echobot.service"):
             systemd.service(
                 name="Disable echobot.service",
                 service="echobot.service",
@@ -416,8 +450,6 @@ class ChatmailVenvDeployer(Deployer):
     def __init__(self, config):
         self.config = config
         self.units = (
-            "filtermail",
-            "filtermail-incoming",
             "chatmail-metadata",
             "lastlogin",
             "chatmail-expire",
@@ -502,66 +534,102 @@ class GithashDeployer(Deployer):
         except Exception:
             git_diff = ""
         files.put(
-            name="Upload chatmail relay git commiit hash",
+            name="Upload chatmail relay git commit hash",
             src=StringIO(git_hash + git_diff),
             dest="/etc/chatmail-version",
             mode="700",
         )
 
 
-def deploy_chatmail(config_path: Path, disable_mail: bool) -> None:
+def get_tls_deployer(config, mail_domain):
+    """Select the appropriate TLS deployer based on config."""
+    tls_domains = [mail_domain, f"mta-sts.{mail_domain}", f"www.{mail_domain}"]
+
+    if config.tls_cert_mode == "acme":
+        return AcmetoolDeployer(config.acme_email, tls_domains)
+    elif config.tls_cert_mode == "self":
+        return SelfSignedTlsDeployer(mail_domain)
+    elif config.tls_cert_mode == "external":
+        return ExternalTlsDeployer(config.tls_cert_path, config.tls_key_path)
+    else:
+        raise ValueError(f"Unknown tls_cert_mode: {config.tls_cert_mode}")
+
+
+def deploy_chatmail(config_path: Path, disable_mail: bool, website_only: bool) -> None:
     """Deploy a chat-mail instance.
 
     :param config_path: path to chatmail.ini
     :param disable_mail: whether to disable postfix & dovecot
+    :param website_only: if True, only deploy the website
     """
     config = read_config(config_path)
     check_config(config)
     mail_domain = config.mail_domain
 
+    if website_only:
+        Deployment().perform_stages([WebsiteDeployer(config)])
+        return
+
     if host.get_fact(Port, port=53) != "unbound":
         files.line(
             name="Add 9.9.9.9 to resolv.conf",
             path="/etc/resolv.conf",
-            line="nameserver 9.9.9.9",
+            # Guard against resolv.conf missing a trailing newline (SolusVM bug).
+            line="\nnameserver 9.9.9.9",
         )
 
-    port_services = [
-        (["master", "smtpd"], 25),
-        ("unbound", 53),
-        ("acmetool", 80),
-        (["imap-login", "dovecot"], 143),
-        ("nginx", 443),
-        (["master", "smtpd"], 465),
-        (["master", "smtpd"], 587),
-        (["imap-login", "dovecot"], 993),
-        ("iroh-relay", 3340),
-        ("nginx", 8443),
-        (["master", "smtpd"], config.postfix_reinject_port),
-        (["master", "smtpd"], config.postfix_reinject_port_incoming),
-        ("filtermail", config.filtermail_smtp_port),
-        ("filtermail", config.filtermail_smtp_port_incoming),
-    ]
-    for service, port in port_services:
-        print(f"Checking if port {port} is available for {service}...")
-        running_service = host.get_fact(Port, port=port)
-        if running_service:
-            if running_service not in service:
-                Out().red(
-                    f"Deploy failed: port {port} is occupied by: {running_service}"
-                )
-                exit(1)
+    # Check if mtail_address interface is available (if configured)
+    if config.mtail_address and config.mtail_address not in ('127.0.0.1', '::1', 'localhost'):
+        ipv4_addrs = host.get_fact(hardware.Ipv4Addrs)
+        all_addresses = [addr for addrs in ipv4_addrs.values() for addr in addrs]
+        if config.mtail_address not in all_addresses:
+            Out().red(f"Deploy failed: mtail_address {config.mtail_address} is not available (VPN up?).\n")
+            exit(1)
 
-    tls_domains = [mail_domain, f"mta-sts.{mail_domain}", f"www.{mail_domain}"]
+    if not os.environ.get("CHATMAIL_NOPORTCHECK"):
+        port_services = [
+            (["master", "smtpd"], 25),
+            ("unbound", 53),
+        ]
+        if config.tls_cert_mode == "acme":
+            port_services.append(("acmetool", 80))
+        port_services += [
+            (["imap-login", "dovecot"], 143),
+            ("nginx", 443),
+            (["master", "smtpd"], 465),
+            (["master", "smtpd"], 587),
+            (["imap-login", "dovecot"], 993),
+            ("iroh-relay", 3340),
+            ("mtail", 3903),
+            ("stats", 3904),
+            ("nginx", 8443),
+            (["master", "smtpd"], config.postfix_reinject_port),
+            (["master", "smtpd"], config.postfix_reinject_port_incoming),
+            ("filtermail", config.filtermail_smtp_port),
+            ("filtermail", config.filtermail_smtp_port_incoming),
+        ]
+        for service, port in port_services:
+            print(f"Checking if port {port} is available for {service}...")
+            running_service = host.get_fact(Port, port=port)
+            services = [service] if isinstance(service, str) else service
+            if running_service:
+                if running_service not in services:
+                    Out().red(
+                        f"Deploy failed: port {port} is occupied by: {running_service}"
+                    )
+                    exit(1)
+
+    tls_deployer = get_tls_deployer(config, mail_domain)
 
     all_deployers = [
         ChatmailDeployer(mail_domain),
         LegacyRemoveDeployer(),
+        FiltermailDeployer(),
         JournaldDeployer(),
-        UnboundDeployer(),
+        UnboundDeployer(config),
         TurnDeployer(mail_domain),
         IrohDeployer(config.enable_iroh_relay),
-        AcmetoolDeployer(config.acme_email, tls_domains),
+        tls_deployer,
         WebsiteDeployer(config),
         ChatmailVenvDeployer(config),
         MtastsDeployer(),

cmdeploy/src/cmdeploy/dns.py

@@ -12,14 +12,14 @@ def get_initial_remote_data(sshexec, mail_domain):
     )
 
 
-def check_initial_remote_data(remote_data, *, print=print):
+def check_initial_remote_data(remote_data, *, strict_tls=True, print=print):
     mail_domain = remote_data["mail_domain"]
     if not remote_data["A"] and not remote_data["AAAA"]:
         print(f"Missing A and/or AAAA DNS records for {mail_domain}!")
-    elif remote_data["MTA_STS"] != f"{mail_domain}.":
+    elif strict_tls and remote_data["MTA_STS"] != f"{mail_domain}.":
         print("Missing MTA-STS CNAME record:")
         print(f"mta-sts.{mail_domain}.   CNAME  {mail_domain}.")
-    elif remote_data["WWW"] != f"{mail_domain}.":
+    elif strict_tls and remote_data["WWW"] != f"{mail_domain}.":
         print("Missing www CNAME record:")
         print(f"www.{mail_domain}.   CNAME  {mail_domain}.")
     else:

cmdeploy/src/cmdeploy/dovecot/auth.conf

@@ -4,7 +4,7 @@ iterate_prefix = userdb/
 
 default_pass_scheme = plain
 # %E escapes characters " (double quote), ' (single quote) and \ (backslash) with \ (backslash).
-# See <https://doc.dovecot.org/configuration_manual/config_file/config_variables/#modifiers>
+# See <https://doc.dovecot.org/2.3/configuration_manual/config_file/config_variables/#modifiers>
 # for documentation.
 #
 # We escape user-provided input and use double quote as a separator.

cmdeploy/src/cmdeploy/dovecot/deployer.py

@@ -1,3 +1,5 @@
+import os
+
 from chatmaild.config import Config
 from pyinfra import host
 from pyinfra.facts.server import Arch, Sysctl
@@ -9,6 +11,7 @@ from cmdeploy.basedeploy import (
     activate_remote_units,
     configure_remote_units,
     get_resource,
+    has_systemd,
 )
 
 
@@ -22,10 +25,11 @@ class DovecotDeployer(Deployer):
 
     def install(self):
         arch = host.get_fact(Arch)
-        if not "dovecot.service" in host.get_fact(SystemdEnabled):
-            _install_dovecot_package("core", arch)
-            _install_dovecot_package("imapd", arch)
-            _install_dovecot_package("lmtpd", arch)
+        if has_systemd() and "dovecot.service" in host.get_fact(SystemdEnabled):
+            return  # already installed and running
+        _install_dovecot_package("core", arch)
+        _install_dovecot_package("imapd", arch)
+        _install_dovecot_package("lmtpd", arch)
 
     def configure(self):
         configure_remote_units(self.config.mail_domain, self.units)
@@ -37,9 +41,7 @@ class DovecotDeployer(Deployer):
         restart = False if self.disable_mail else self.need_restart
 
         systemd.service(
-            name="disable dovecot for now"
-            if self.disable_mail
-            else "Start and enable Dovecot",
+            name="Disable dovecot for now" if self.disable_mail else "Start and enable Dovecot",
             service="dovecot.service",
             running=False if self.disable_mail else True,
             enabled=False if self.disable_mail else True,
@@ -116,20 +118,21 @@ def _configure_dovecot(config: Config, debug: bool = False) -> (bool, bool):
     )
     need_restart |= lua_push_notification_script.changed
 
-    # as per https://doc.dovecot.org/configuration_manual/os/
+    # as per https://doc.dovecot.org/2.3/configuration_manual/os/
     # it is recommended to set the following inotify limits
-    for name in ("max_user_instances", "max_user_watches"):
-        key = f"fs.inotify.{name}"
-        if host.get_fact(Sysctl)[key] > 65535:
-            # Skip updating limits if already sufficient
-            # (enables running in incus containers where sysctl readonly)
-            continue
-        server.sysctl(
-            name=f"Change {key}",
-            key=key,
-            value=65535,
-            persist=True,
-        )
+    if not os.environ.get("CHATMAIL_NOSYSCTL"):
+        for name in ("max_user_instances", "max_user_watches"):
+            key = f"fs.inotify.{name}"
+            if host.get_fact(Sysctl)[key] > 65535:
+                # Skip updating limits if already sufficient
+                # (enables running in incus containers where sysctl readonly)
+                continue
+            server.sysctl(
+                name=f"Change {key}",
+                key=key,
+                value=65535,
+                persist=True,
+            )
 
     timezone_env = files.line(
         name="Set TZ environment variable",
@@ -145,4 +148,11 @@ def _configure_dovecot(config: Config, debug: bool = False) -> (bool, bool):
     )
     daemon_reload |= restart_conf.changed
 
+    # Validate dovecot configuration before restart
+    if need_restart:
+        server.shell(
+            name="Validate dovecot configuration",
+            commands=["doveconf -n >/dev/null"],
+        )
+
     return need_restart, daemon_reload

cmdeploy/src/cmdeploy/dovecot/dovecot.conf.j2

@@ -1,7 +1,7 @@
 ## Dovecot configuration file
 
 {% if disable_ipv6 %}
-listen = *
+listen = 0.0.0.0
 {% endif %}
 
 protocols = imap lmtp
@@ -26,7 +26,7 @@ default_client_limit = 20000
 # Increase number of logged in IMAP connections.
 # Each connection is handled by a separate `imap` process.
 # `imap` process should have `client_limit=1` as described in
-# <https://doc.dovecot.org/configuration_manual/service_configuration/#service-limits>
+# <https://doc.dovecot.org/2.3/configuration_manual/service_configuration/#service-limits>
 # so each logged in IMAP session will need its own `imap` process.
 #
 # If this limit is reached,
@@ -44,11 +44,11 @@ mail_server_comment = Chatmail server
 
 # `zlib` enables compressing messages stored in the maildir.
 # See
-# <https://doc.dovecot.org/configuration_manual/zlib_plugin/>
+# <https://doc.dovecot.org/2.3/configuration_manual/zlib_plugin/>
 # for documentation.
 #
 # quota plugin documentation:
-# <https://doc.dovecot.org/configuration_manual/quota_plugin/>
+# <https://doc.dovecot.org/2.3/configuration_manual/quota_plugin/>
 mail_plugins = zlib quota
 
 imap_capability = +XDELTAPUSH XCHATMAIL
@@ -125,13 +125,13 @@ plugin {
 
 protocol lmtp {
   # notify plugin is a dependency of push_notification plugin:
-  # <https://doc.dovecot.org/settings/plugin/notify-plugin/>
+  # <https://doc.dovecot.org/2.3/settings/plugin/notify-plugin/>
   #
   # push_notification plugin documentation:
-  # <https://doc.dovecot.org/configuration_manual/push_notification/>
+  # <https://doc.dovecot.org/2.3/configuration_manual/push_notification/>
   #
   # mail_lua and push_notification_lua are needed for Lua push notification handler.
-  # <https://doc.dovecot.org/configuration_manual/push_notification/#configuration>
+  # <https://doc.dovecot.org/2.3/configuration_manual/push_notification/#configuration>
   mail_plugins = $mail_plugins mail_lua notify push_notification push_notification_lua
 }
 
@@ -154,7 +154,7 @@ plugin {
 
 # push_notification configuration
 plugin {
-  # <https://doc.dovecot.org/configuration_manual/push_notification/#lua-lua>
+  # <https://doc.dovecot.org/2.3/configuration_manual/push_notification/#lua-lua>
   push_notification_driver = lua:file=/etc/dovecot/push_notification.lua
 }
 
@@ -168,6 +168,8 @@ service lmtp {
   }
 }
 
+lmtp_add_received_header = no
+
 service auth {
   unix_listener /var/spool/postfix/private/auth {
     mode = 0660
@@ -226,8 +228,8 @@ service anvil {
 }
 
 ssl = required
-ssl_cert = </var/lib/acme/live/{{ config.mail_domain }}/fullchain
-ssl_key = </var/lib/acme/live/{{ config.mail_domain }}/privkey
+ssl_cert = <{{ config.tls_cert_path }}
+ssl_key = <{{ config.tls_key_path }}
 ssl_dh = </usr/share/dovecot/dh.pem
 ssl_min_protocol = TLSv1.3
 ssl_prefer_server_ciphers = yes
@@ -277,3 +279,156 @@ service imap-hibernate {
   }
 }
 {% endif %}
+
+{% if config.mtail_address %}
+#
+# Dovecot Statistics
+#
+# OpenMetrics endpoint at http://{{- config.mtail_address}}:3904/metrics
+service stats {
+  inet_listener http {
+    port = 3904
+    address = {{- config.mtail_address}}
+  }
+}
+
+# IMAP Command Metrics
+# - Bytes in/out for compression efficiency analysis
+# - Lock wait time for contention debugging
+# - Grouped by command name and reply state
+metric imap_command {
+  filter = event=imap_command_finished
+  fields = bytes_in bytes_out lock_wait_usecs running_usecs
+  group_by = cmd_name tagged_reply_state
+}
+
+# Duration buckets for latency histograms (base 10: 10us, 100us, 1ms, 10ms, 100ms, 1s, 10s, 100s)
+metric imap_command_duration {
+  filter = event=imap_command_finished
+  group_by = cmd_name duration:exponential:1:8:10
+}
+
+# Slow command outliers (>1 second = 1000000 usecs)
+# Useful for alerting without high cardinality
+metric imap_command_slow {
+  filter = event=imap_command_finished AND duration>1000000 AND NOT cmd_name=IDLE
+  group_by = cmd_name
+}
+
+# IDLE-specific Metrics
+
+metric imap_idle {
+  filter = event=imap_command_finished AND cmd_name=IDLE
+  fields = bytes_in bytes_out running_usecs
+  group_by = tagged_reply_state
+}
+
+metric imap_idle_duration {
+  filter = event=imap_command_finished AND cmd_name=IDLE
+  # Base 10: 100ms to 27h (covers short wakeups to long idle sessions)
+  group_by = duration:exponential:5:11:10
+}
+
+metric imap_idle_commands {
+  filter = event=imap_command_finished AND cmd_name=IDLE
+  group_by = tagged_reply_state
+}
+
+metric imap_idle_failed {
+  filter = event=imap_command_finished AND cmd_name=IDLE AND NOT tagged_reply_state=OK
+}
+
+# Hibernation Metrics (requires imap_hibernate_timeout)
+
+metric imap_hibernated {
+  filter = event=imap_client_hibernated
+}
+
+metric imap_hibernated_failed {
+  filter = event=imap_client_hibernated AND error=*
+}
+
+metric imap_unhibernated {
+  filter = event=imap_client_unhibernated
+  fields = hibernation_usecs
+}
+
+metric imap_unhibernated_reason {
+  filter = event=imap_client_unhibernated
+  group_by = reason
+  fields = hibernation_usecs
+}
+
+metric imap_unhibernated_reason_sleep {
+  filter = event=imap_client_unhibernated
+  group_by = reason hibernation_usecs:exponential:4:8:10
+}
+
+metric imap_unhibernated_failed {
+  filter = event=imap_client_unhibernated AND error=*
+}
+
+# Hibernation duration buckets (how long clients stayed hibernated)
+# Base 10: 100ms to 27h
+metric imap_hibernation_duration {
+  filter = event=imap_client_unhibernated
+  group_by = reason duration:exponential:5:11:10
+}
+
+# Authentication / Login Metrics
+
+metric auth_request {
+  filter = event=auth_request_finished
+  group_by = success
+}
+
+metric auth_request_duration {
+  filter = event=auth_request_finished
+  group_by = success duration:exponential:2:6:10
+}
+
+metric auth_failed {
+  filter = event=auth_request_finished AND success=no
+}
+
+# Passdb cache effectiveness
+metric auth_passdb {
+  filter = event=auth_passdb_request_finished
+  group_by = result cache
+}
+
+# Master login (post-auth userdb lookup)
+metric auth_master_login {
+  filter = event=auth_master_client_login_finished
+}
+
+metric auth_master_login_failed {
+  filter = event=auth_master_client_login_finished AND error=*
+}
+
+# Mail Delivery (LMTP) - affects IDLE wakeup latency
+
+metric mail_delivery {
+  filter = event=mail_delivery_finished
+}
+
+metric mail_delivery_duration {
+  filter = event=mail_delivery_finished
+  group_by = duration:exponential:3:7:10
+}
+
+metric mail_delivery_failed {
+  filter = event=mail_delivery_finished AND error=*
+}
+
+# Connection Events
+
+metric client_connected {
+  filter = event=client_connection_connected AND category="service:imap"
+}
+
+metric client_disconnected {
+  filter = event=client_connection_disconnected AND category="service:imap"
+  fields = bytes_in bytes_out
+}
+{% endif %}

cmdeploy/src/cmdeploy/external/deployer.py

@@ -0,0 +1,69 @@
+from pyinfra.operations import files, server, systemd
+
+from cmdeploy.basedeploy import Deployer, get_resource
+
+
+class ExternalTlsDeployer(Deployer):
+    """Expects TLS certificates to be managed on the server.
+
+    Validates that the configured certificate and key files
+    exist on the remote host.  Installs a systemd path unit
+    that watches the certificate file and automatically
+    restarts/reloads affected services when it changes.
+    """
+
+    def __init__(self, cert_path, key_path):
+        self.cert_path = cert_path
+        self.key_path = key_path
+
+    def configure(self):
+        server.shell(
+            name="Verify external TLS certificate and key exist",
+            commands=[
+                f"test -f {self.cert_path} && test -f {self.key_path}",
+            ],
+        )
+
+        # Deploy the .path unit (templated with the cert path).
+        source = get_resource("tls-cert-reload.path.f", pkg=__package__)
+        content = source.read_text().format(cert_path=self.cert_path).encode()
+
+        import io
+
+        path_unit = files.put(
+            name="Upload tls-cert-reload.path",
+            src=io.BytesIO(content),
+            dest="/etc/systemd/system/tls-cert-reload.path",
+            user="root",
+            group="root",
+            mode="644",
+        )
+
+        service_unit = files.put(
+            name="Upload tls-cert-reload.service",
+            src=get_resource("tls-cert-reload.service", pkg=__package__),
+            dest="/etc/systemd/system/tls-cert-reload.service",
+            user="root",
+            group="root",
+            mode="644",
+        )
+
+        if path_unit.changed or service_unit.changed:
+            self.need_restart = True
+
+    def activate(self):
+        systemd.service(
+            name="Enable tls-cert-reload path watcher",
+            service="tls-cert-reload.path",
+            running=True,
+            enabled=True,
+            restarted=self.need_restart,
+            daemon_reload=self.need_restart,
+        )
+        # Always trigger a reload so services pick up the current cert.
+        # The path unit handles future changes via inotify.
+        server.shell(
+            name="Reload TLS services for current certificate",
+            commands=["systemctl start tls-cert-reload.service"],
+        )
+

cmdeploy/src/cmdeploy/external/tls-cert-reload.path.f

@@ -0,0 +1,11 @@
+# Watch the TLS certificate file for changes.
+# When the cert is updated (e.g. renewed by an external process),
+# this triggers tls-cert-reload.service to restart the affected services.
+[Unit]
+Description=Watch TLS certificate for changes
+
+[Path]
+PathChanged={cert_path}
+
+[Install]
+WantedBy=multi-user.target

cmdeploy/src/cmdeploy/external/tls-cert-reload.service

@@ -0,0 +1,15 @@
+# Reload services that cache the TLS certificate.
+#
+# dovecot: caches the cert at startup; reload re-reads SSL certs
+#          without dropping existing connections.
+# nginx:   caches the cert at startup; reload gracefully picks up
+#          the new cert for new connections.
+# postfix: reads the cert fresh on each TLS handshake,
+#          does NOT need a reload/restart.
+[Unit]
+Description=Reload TLS services after certificate change
+
+[Service]
+Type=oneshot
+ExecStart=/bin/systemctl reload dovecot
+ExecStart=/bin/systemctl reload nginx

cmdeploy/src/cmdeploy/filtermail/deployer.py

@@ -0,0 +1,52 @@
+from pyinfra import facts, host
+from pyinfra.operations import files, systemd
+
+from cmdeploy.basedeploy import Deployer, get_resource
+
+
+class FiltermailDeployer(Deployer):
+    services = ["filtermail", "filtermail-incoming"]
+    bin_path = "/usr/local/bin/filtermail"
+    config_path = "/usr/local/lib/chatmaild/chatmail.ini"
+
+    def __init__(self):
+        self.need_restart = False
+
+    def install(self):
+        arch = host.get_fact(facts.server.Arch)
+        url = f"https://github.com/chatmail/filtermail/releases/download/v0.3.0/filtermail-{arch}"
+        sha256sum = {
+            "x86_64": "f14a31323ae2dad3b59d3fdafcde507521da2f951a9478cd1f2fe2b4463df71d",
+            "aarch64": "933770d75046c4fd7084ce8d43f905f8748333426ad839154f0fc654755ef09f",
+        }[arch]
+        self.need_restart |= files.download(
+            name="Download filtermail",
+            src=url,
+            sha256sum=sha256sum,
+            dest=self.bin_path,
+            mode="755",
+        ).changed
+
+    def configure(self):
+        for service in self.services:
+            self.need_restart |= files.template(
+                src=get_resource(f"filtermail/{service}.service.j2"),
+                dest=f"/etc/systemd/system/{service}.service",
+                user="root",
+                group="root",
+                mode="644",
+                bin_path=self.bin_path,
+                config_path=self.config_path,
+            ).changed
+
+    def activate(self):
+        for service in self.services:
+            systemd.service(
+                name=f"Start and enable {service}",
+                service=f"{service}.service",
+                running=True,
+                enabled=True,
+                restarted=self.need_restart,
+                daemon_reload=True,
+            )
+        self.need_restart = False

cmdeploy/src/cmdeploy/filtermail/filtermail-incoming.service.j2

@@ -2,11 +2,10 @@
 Description=Incoming Chatmail Postfix before queue filter 
 
 [Service]
-ExecStart={execpath} {config_path} incoming
+ExecStart={{ bin_path }} {{ config_path }} incoming
 Restart=always
 RestartSec=30
 User=vmail
 
 [Install]
 WantedBy=multi-user.target
-

cmdeploy/src/cmdeploy/filtermail/filtermail.service.j2

@@ -2,7 +2,7 @@
 Description=Outgoing Chatmail Postfix before queue filter
 
 [Service]
-ExecStart={execpath} {config_path} outgoing
+ExecStart={{ bin_path }} {{ config_path }} outgoing
 Restart=always
 RestartSec=30
 User=vmail

cmdeploy/src/cmdeploy/mtail/delivered_mail.mtail

@@ -44,21 +44,37 @@ counter warning_count
 }
 
 
-counter filtered_mail_count
+counter filtered_outgoing_mail_count
 
-counter encrypted_mail_count
-/Filtering encrypted mail\./ {
-  encrypted_mail_count++
-  filtered_mail_count++
+counter outgoing_encrypted_mail_count
+/Outgoing: Filtering encrypted mail\./ {
+  outgoing_encrypted_mail_count++
+  filtered_outgoing_mail_count++
 }
 
-counter unencrypted_mail_count
-/Filtering unencrypted mail\./ {
-  unencrypted_mail_count++
-  filtered_mail_count++
+counter outgoing_unencrypted_mail_count
+/Outgoing: Filtering unencrypted mail\./ {
+  outgoing_unencrypted_mail_count++
+  filtered_outgoing_mail_count++
 }
 
+
+counter filtered_incoming_mail_count
+
+counter incoming_encrypted_mail_count
+/Incoming: Filtering encrypted mail\./ {
+  incoming_encrypted_mail_count++
+  filtered_incoming_mail_count++
+}
+
+counter incoming_unencrypted_mail_count
+/Incoming: Filtering unencrypted mail\./ {
+  incoming_unencrypted_mail_count++
+  filtered_incoming_mail_count++
+}
+
+
 counter rejected_unencrypted_mail_count
-/Rejected unencrypted mail\./ {
+/Rejected unencrypted mail/ {
   rejected_unencrypted_mail_count++
 }

cmdeploy/src/cmdeploy/nginx/autoconfig.xml.j2

@@ -1,47 +1,47 @@
 <?xml version="1.0" encoding="UTF-8"?>
 
 <clientConfig version="1.1">
-  <emailProvider id="{{ config.domain_name }}">
-    <domain>{{ config.domain_name }}</domain>
-    <displayName>{{ config.domain_name }} chatmail</displayName>
-    <displayShortName>{{ config.domain_name }}</displayShortName>
+  <emailProvider id="{{ config.mail_domain }}">
+    <domain>{{ config.mail_domain }}</domain>
+    <displayName>{{ config.mail_domain }} chatmail</displayName>
+    <displayShortName>{{ config.mail_domain }}</displayShortName>
     <incomingServer type="imap">
-      <hostname>{{ config.domain_name }}</hostname>
+      <hostname>{{ config.mail_domain }}</hostname>
       <port>993</port>
       <socketType>SSL</socketType>
       <authentication>password-cleartext</authentication>
       <username>%EMAILADDRESS%</username>
     </incomingServer>
     <incomingServer type="imap">
-      <hostname>{{ config.domain_name }}</hostname>
+      <hostname>{{ config.mail_domain }}</hostname>
       <port>143</port>
       <socketType>STARTTLS</socketType>
       <authentication>password-cleartext</authentication>
       <username>%EMAILADDRESS%</username>
     </incomingServer>
     <incomingServer type="imap">
-      <hostname>{{ config.domain_name }}</hostname>
+      <hostname>{{ config.mail_domain }}</hostname>
       <port>443</port>
       <socketType>SSL</socketType>
       <authentication>password-cleartext</authentication>
       <username>%EMAILADDRESS%</username>
     </incomingServer>
     <outgoingServer type="smtp">
-      <hostname>{{ config.domain_name }}</hostname>
+      <hostname>{{ config.mail_domain }}</hostname>
       <port>465</port>
       <socketType>SSL</socketType>
       <authentication>password-cleartext</authentication>
       <username>%EMAILADDRESS%</username>
     </outgoingServer>
     <outgoingServer type="smtp">
-      <hostname>{{ config.domain_name }}</hostname>
+      <hostname>{{ config.mail_domain }}</hostname>
       <port>587</port>
       <socketType>STARTTLS</socketType>
       <authentication>password-cleartext</authentication>
       <username>%EMAILADDRESS%</username>
     </outgoingServer>
     <outgoingServer type="smtp">
-      <hostname>{{ config.domain_name }}</hostname>
+      <hostname>{{ config.mail_domain }}</hostname>
       <port>443</port>
       <socketType>SSL</socketType>
       <authentication>password-cleartext</authentication>

cmdeploy/src/cmdeploy/nginx/deployer.py

@@ -70,7 +70,7 @@ def _configure_nginx(config: Config, debug: bool = False) -> bool:
         user="root",
         group="root",
         mode="644",
-        config={"domain_name": config.mail_domain},
+        config=config,
         disable_ipv6=config.disable_ipv6,
     )
     need_restart |= main_config.changed
@@ -81,7 +81,7 @@ def _configure_nginx(config: Config, debug: bool = False) -> bool:
         user="root",
         group="root",
         mode="644",
-        config={"domain_name": config.mail_domain},
+        config=config,
     )
     need_restart |= autoconfig.changed
 
@@ -91,7 +91,7 @@ def _configure_nginx(config: Config, debug: bool = False) -> bool:
         user="root",
         group="root",
         mode="644",
-        config={"domain_name": config.mail_domain},
+        config=config,
     )
     need_restart |= mta_sts_config.changed
 

cmdeploy/src/cmdeploy/nginx/mta-sts.txt.j2

@@ -1,4 +1,4 @@
 version: STSv1
 mode: enforce
-mx: {{ config.domain_name }}
+mx: {{ config.mail_domain }}
 max_age: 2419200

cmdeploy/src/cmdeploy/nginx/nginx.conf.j2

@@ -42,6 +42,9 @@ stream {
 }
 
 http {
+{% if config.tls_cert_mode == "self" %}
+	limit_req_zone $binary_remote_addr zone=newaccount:10m rate=2r/s;
+{% endif %}
 	sendfile on;
 	tcp_nopush on;
 
@@ -53,8 +56,8 @@ http {
 
 	ssl_protocols TLSv1 TLSv1.1 TLSv1.2 TLSv1.3;
 	ssl_prefer_server_ciphers on;
-	ssl_certificate /var/lib/acme/live/{{ config.domain_name }}/fullchain;
-	ssl_certificate_key /var/lib/acme/live/{{ config.domain_name }}/privkey;
+	ssl_certificate {{ config.tls_cert_path }};
+	ssl_certificate_key {{ config.tls_key_path }};
 
 	gzip on;
 
@@ -66,7 +69,7 @@ http {
 
 		index index.html index.htm;
 
-		server_name {{ config.domain_name }} www.{{ config.domain_name }} mta-sts.{{ config.domain_name }};
+		server_name {{ config.mail_domain }} www.{{ config.mail_domain }} mta-sts.{{ config.mail_domain }};
 
 		access_log syslog:server=unix:/dev/log,facility=local7;
 
@@ -81,11 +84,15 @@ http {
 		}
 
 		location /new {
+{% if config.tls_cert_mode != "self" %}
 			if ($request_method = GET) {
 				# Redirect to Delta Chat,
 				# which will in turn do a POST request.
-				return 301 dcaccount:https://{{ config.domain_name }}/new;
+				return 301 dcaccount:https://{{ config.mail_domain }}/new;
 			}
+{% else %}
+			limit_req zone=newaccount burst=5 nodelay;
+{% endif %}
 
 			fastcgi_pass unix:/run/fcgiwrap.socket;
 			include /etc/nginx/fastcgi_params;
@@ -99,9 +106,11 @@ http {
 		#
 		# Redirects are only for browsers.
 		location /cgi-bin/newemail.py {
+{% if config.tls_cert_mode != "self" %}
 			if ($request_method = GET) {
-				return 301 dcaccount:https://{{ config.domain_name }}/new;
+				return 301 dcaccount:https://{{ config.mail_domain }}/new;
 			}
+{% endif %}
 
 			fastcgi_pass unix:/run/fcgiwrap.socket;
 			include /etc/nginx/fastcgi_params;
@@ -132,8 +141,8 @@ http {
 	# Redirect www. to non-www
 	server {
 		listen 127.0.0.1:8443 ssl;
-		server_name www.{{ config.domain_name }};
-		return 301 $scheme://{{ config.domain_name }}$request_uri;
+		server_name www.{{ config.mail_domain }};
+		return 301 $scheme://{{ config.mail_domain }}$request_uri;
 		access_log syslog:server=unix:/dev/log,facility=local7;
 	}
 }

cmdeploy/src/cmdeploy/postfix/deployer.py

@@ -1,4 +1,4 @@
-from pyinfra.operations import apt, files, systemd
+from pyinfra.operations import apt, files, server, systemd
 
 from cmdeploy.basedeploy import Deployer, get_resource
 
@@ -52,6 +52,29 @@ class PostfixDeployer(Deployer):
         )
         need_restart |= header_cleanup.changed
 
+        lmtp_header_cleanup = files.put(
+            src=get_resource("postfix/lmtp_header_cleanup"),
+            dest="/etc/postfix/lmtp_header_cleanup",
+            user="root",
+            group="root",
+            mode="644",
+        )
+        need_restart |= lmtp_header_cleanup.changed
+
+        tls_policy_map = files.put(
+            name="Upload SMTP TLS Policy that accepts self-signed certificates for IP-only hosts",
+            src=get_resource("postfix/smtp_tls_policy_map"),
+            dest="/etc/postfix/smtp_tls_policy_map",
+            user="root",
+            group="root",
+            mode="644",
+        )
+        need_restart |= tls_policy_map.changed
+        if tls_policy_map.changed:
+            server.shell(
+                commands=["postmap /etc/postfix/smtp_tls_policy_map"],
+            )
+
         # Login map that 1:1 maps email address to login.
         login_map = files.put(
             src=get_resource("postfix/login_map"),
@@ -65,9 +88,17 @@ class PostfixDeployer(Deployer):
         restart_conf = files.put(
             name="postfix: restart automatically on failure",
             src=get_resource("service/10_restart.conf"),
-            dest="/etc/systemd/system/dovecot.service.d/10_restart.conf",
+            dest="/etc/systemd/system/postfix@.service.d/10_restart.conf",
         )
         self.daemon_reload = restart_conf.changed
+
+        # Validate postfix configuration before restart
+        if need_restart:
+            server.shell(
+                name="Validate postfix configuration",
+                # Extract stderr and quit with error if non-zero
+                commands=["""bash -c 'w=$(postconf 2>&1 >/dev/null); [[ -z "$w" ]] || { echo "$w"; false; }'"""],
+            )
         self.need_restart = need_restart
 
     def activate(self):

cmdeploy/src/cmdeploy/postfix/lmtp_header_cleanup

@@ -0,0 +1,3 @@
+/^DKIM-Signature:/            IGNORE
+/^Authentication-Results:/            IGNORE
+/^Received:/            IGNORE

cmdeploy/src/cmdeploy/postfix/main.cf.j2

@@ -15,17 +15,17 @@ readme_directory = no
 compatibility_level = 3.6
 
 # TLS parameters
-smtpd_tls_cert_file=/var/lib/acme/live/{{ config.mail_domain }}/fullchain
-smtpd_tls_key_file=/var/lib/acme/live/{{ config.mail_domain }}/privkey
+smtpd_tls_cert_file={{ config.tls_cert_path }}
+smtpd_tls_key_file={{ config.tls_key_path }}
 smtpd_tls_security_level=may
 
 smtp_tls_CApath=/etc/ssl/certs
-smtp_tls_security_level=verify
+smtp_tls_security_level={{ "verify" if config.tls_cert_mode == "acme" else "encrypt" }}
 # Send SNI extension when connecting to other servers.
 # <https://www.postfix.org/postconf.5.html#smtp_tls_servername>
 smtp_tls_servername = hostname
 smtp_tls_session_cache_database = btree:${data_directory}/smtp_scache
-smtp_tls_policy_maps = inline:{nauta.cu=may}
+smtp_tls_policy_maps = regexp:/etc/postfix/smtp_tls_policy_map
 smtp_tls_protocols = >=TLSv1.2
 smtp_tls_mandatory_protocols = >=TLSv1.2
 
@@ -64,7 +64,20 @@ alias_database = hash:/etc/aliases
 mydestination =
 
 relayhost = 
+{% if disable_ipv6 %}
+mynetworks = 127.0.0.0/8
+{% else %}
 mynetworks = 127.0.0.0/8 [::ffff:127.0.0.0]/104 [::1]/128
+{% endif %}
+{% if config.addr_v4 %}
+smtp_bind_address = {{ config.addr_v4 }}
+{% endif %}
+{% if config.addr_v6 %}
+smtp_bind_address6 = {{ config.addr_v6 }}
+{% endif %}
+{% if config.addr_v4 or config.addr_v6 %}
+smtp_bind_address_enforce = yes
+{% endif %}
 mailbox_size_limit = 0
 message_size_limit = {{config.max_message_size}}
 recipient_delimiter = +
@@ -77,6 +90,7 @@ inet_protocols = all
 
 virtual_transport = lmtp:unix:private/dovecot-lmtp
 virtual_mailbox_domains = {{ config.mail_domain }}
+lmtp_header_checks = regexp:/etc/postfix/lmtp_header_cleanup
 
 mua_client_restrictions = permit_sasl_authenticated, reject
 mua_sender_restrictions = reject_sender_login_mismatch, permit_sasl_authenticated, reject

cmdeploy/src/cmdeploy/postfix/smtp_tls_policy_map

@@ -0,0 +1,3 @@
+/^\[[^]]+\]$/ encrypt
+/^_/          encrypt
+/^nauta\.cu$/    may

cmdeploy/src/cmdeploy/run.py

@@ -14,8 +14,9 @@ def main():
         importlib.resources.files("cmdeploy").joinpath("../../../chatmail.ini"),
     )
     disable_mail = bool(os.environ.get("CHATMAIL_DISABLE_MAIL"))
+    website_only = bool(os.environ.get("CHATMAIL_WEBSITE_ONLY"))
 
-    deploy_chatmail(config_path, disable_mail)
+    deploy_chatmail(config_path, disable_mail, website_only)
 
 
 if pyinfra.is_cli:

cmdeploy/src/cmdeploy/selfsigned/deployer.py

@@ -0,0 +1,52 @@
+import shlex
+
+from pyinfra.operations import apt, server
+
+from cmdeploy.basedeploy import Deployer
+
+
+def openssl_selfsigned_args(domain, cert_path, key_path, days=36500):
+    """Return the openssl argument list for a self-signed certificate.
+
+    The certificate uses an EC P-256 key with SAN entries for *domain*,
+    ``www.<domain>`` and ``mta-sts.<domain>``.
+    """
+    return [
+        "openssl", "req", "-x509",
+        "-newkey", "ec", "-pkeyopt", "ec_paramgen_curve:P-256",
+        "-noenc", "-days", str(days),
+        "-keyout", str(key_path),
+        "-out", str(cert_path),
+        "-subj", f"/CN={domain}",
+        "-addext", "extendedKeyUsage=serverAuth,clientAuth",
+        "-addext",
+        f"subjectAltName=DNS:{domain},DNS:www.{domain},DNS:mta-sts.{domain}",
+    ]
+
+
+class SelfSignedTlsDeployer(Deployer):
+    """Generates a self-signed TLS certificate for all chatmail endpoints."""
+
+    def __init__(self, mail_domain):
+        self.mail_domain = mail_domain
+        self.cert_path = "/etc/ssl/certs/mailserver.pem"
+        self.key_path = "/etc/ssl/private/mailserver.key"
+
+    def install(self):
+        apt.packages(
+            name="Install openssl",
+            packages=["openssl"],
+        )
+
+    def configure(self):
+        args = openssl_selfsigned_args(
+            self.mail_domain, self.cert_path, self.key_path,
+        )
+        cmd = shlex.join(args)
+        server.shell(
+            name="Generate self-signed TLS certificate if not present",
+            commands=[f"[ -f {self.cert_path} ] || {cmd}"],
+        )
+
+    def activate(self):
+        pass

cmdeploy/src/cmdeploy/sshexec.py

@@ -89,6 +89,11 @@ class LocalExec:
         self.verbose = verbose
         self.docker = docker
 
+    def __call__(self, call, kwargs=None, log_callback=None):
+        if kwargs is None:
+            kwargs = {}
+        return call(**kwargs)
+
     def logged(self, call, kwargs: dict):
         where = "locally"
         if self.docker:

cmdeploy/src/cmdeploy/tests/online/test_0_qr.py

@@ -1,3 +1,4 @@
+import pytest
 import requests
 
 from cmdeploy.genqr import gen_qr_png_data
@@ -8,18 +9,33 @@ def test_gen_qr_png_data(maildomain):
     assert data
 
 
+@pytest.mark.filterwarnings("ignore::urllib3.exceptions.InsecureRequestWarning")
 def test_fastcgi_working(maildomain, chatmail_config):
     url = f"https://{maildomain}/new"
     print(url)
-    res = requests.post(url)
+    verify = chatmail_config.tls_cert_mode == "acme"
+    res = requests.post(url, verify=verify)
     assert maildomain in res.json().get("email")
     assert len(res.json().get("password")) > chatmail_config.password_min_length
 
 
-def test_newemail_configure(maildomain, rpc):
+@pytest.mark.filterwarnings("ignore::urllib3.exceptions.InsecureRequestWarning")
+def test_newemail_configure(maildomain, rpc, chatmail_config):
     """Test configuring accounts by scanning a QR code works."""
     url = f"DCACCOUNT:https://{maildomain}/new"
     for i in range(3):
         account_id = rpc.add_account()
-        rpc.set_config_from_qr(account_id, url)
-        rpc.configure(account_id)
+        if chatmail_config.tls_cert_mode == "self":
+            # deltachat core's rustls rejects self-signed HTTPS certs during
+            # set_config_from_qr, so fetch credentials via requests instead
+            res = requests.post(f"https://{maildomain}/new", verify=False)
+            data = res.json()
+            rpc.add_or_update_transport(account_id, {
+                "addr": data["email"],
+                "password": data["password"],
+                "imapServer": maildomain,
+                "smtpServer": maildomain,
+                "certificateChecks": "acceptInvalidCertificates",
+            })
+        else:
+            rpc.add_transport_from_qr(account_id, url)

cmdeploy/src/cmdeploy/tests/online/test_1_basic.py

@@ -189,12 +189,14 @@ def test_exceed_rate_limit(cmsetup, gencreds, maildata, chatmail_config):
     mail = maildata(
         "encrypted.eml", from_addr=user1.addr, to_addr=user2.addr
     ).as_string()
-    for i in range(chatmail_config.max_user_send_per_minute + 5):
-        print("Sending mail", str(i))
+
+    start = time.time()
+    for i in range(chatmail_config.max_user_send_per_minute * 3):
+        print("Sending mail", str(i + 1), "at", time.time() - start, "s.")
         try:
             user1.smtp.sendmail(user1.addr, [user2.addr], mail)
         except smtplib.SMTPException as e:
-            if i < chatmail_config.max_user_send_per_minute:
+            if i < chatmail_config.max_user_send_burst_size:
                 pytest.fail(f"rate limit was exceeded too early with msg {i}")
             outcome = e.recipients[user2.addr]
             assert outcome[0] == 450

cmdeploy/src/cmdeploy/tests/online/test_2_deltachat.py

@@ -11,12 +11,14 @@ from cmdeploy.sshexec import SSHExec
 
 
 @pytest.fixture
-def imap_mailbox(cmfactory):
+def imap_mailbox(cmfactory, ssl_context):
     (ac1,) = cmfactory.get_online_accounts(1)
     user = ac1.get_config("addr")
     password = ac1.get_config("mail_pw")
-    mailbox = imap_tools.MailBox(user.split("@")[1])
+    host = user.split("@")[1]
+    mailbox = imap_tools.MailBox(host, ssl_context=ssl_context)
     mailbox.login(user, password)
+    mailbox.dc_ac = ac1
     return mailbox
 
 
@@ -121,6 +123,28 @@ class TestEndToEndDeltaChat:
         assert ch.id >= 10
         ac1._evtracker.wait_securejoin_inviter_progress(1000)
 
+    def test_dkim_header_stripped(self, cmfactory, maildomain2, lp, imap_mailbox):
+        """Test that if a DC address receives a message, it has no
+        DKIM-Signature and Authentication-Results headers."""
+        ac1 = cmfactory.new_online_configuring_account(cache=False)
+        cmfactory.switch_maildomain(maildomain2)
+        ac2 = cmfactory.new_online_configuring_account(cache=False)
+        cmfactory.bring_accounts_online()
+        chat = cmfactory.get_accepted_chat(ac1, imap_mailbox.dc_ac)
+        chat.send_text("message0")
+        chat2 = cmfactory.get_accepted_chat(ac2, imap_mailbox.dc_ac)
+        chat2.send_text("message1")
+
+        lp.sec("receive message with ac1...")
+        received = 0
+        while received < 2:
+            msgs = imap_mailbox.fetch()
+            for msg in msgs:
+                lp.sec(f"ac1 received msg from {msg.from_}")
+                received += 1
+                assert "authentication-results" not in msg.headers
+                assert "dkim-signature" not in msg.headers
+
     def test_read_receipts_between_instances(self, cmfactory, lp, maildomain2):
         ac1 = cmfactory.new_online_configuring_account(cache=False)
         cmfactory.switch_maildomain(maildomain2)
@@ -148,7 +172,7 @@ class TestEndToEndDeltaChat:
             time.sleep(1)
 
 
-def test_hide_senders_ip_address(cmfactory):
+def test_hide_senders_ip_address(cmfactory, ssl_context):
     public_ip = requests.get("http://icanhazip.com").content.decode().strip()
     assert ipaddress.ip_address(public_ip)
 
@@ -157,6 +181,11 @@ def test_hide_senders_ip_address(cmfactory):
 
     chat.send_text("testing submission header cleanup")
     user2._evtracker.wait_next_incoming_message()
-    user2.direct_imap.select_folder("Inbox")
-    msg = user2.direct_imap.get_all_messages()[0]
-    assert public_ip not in msg.obj.as_string()
+    addr = user2.get_config("addr")
+    host = addr.split("@")[1]
+    pw = user2.get_config("mail_pw")
+    mailbox = imap_tools.MailBox(host, ssl_context=ssl_context)
+    mailbox.login(addr, pw)
+    msgs = list(mailbox.fetch(mark_seen=False))
+    assert msgs, "expected at least one message"
+    assert public_ip not in msgs[0].obj.as_string()

cmdeploy/src/cmdeploy/tests/plugin.py

@@ -4,6 +4,7 @@ import itertools
 import os
 import random
 import smtplib
+import ssl
 import subprocess
 import time
 from pathlib import Path
@@ -144,15 +145,25 @@ def pytest_terminal_summary(terminalreporter):
             tr.write_line(line)
 
 
-@pytest.fixture
-def imap(maildomain):
-    return ImapConn(maildomain)
+@pytest.fixture(scope="session")
+def ssl_context(chatmail_config):
+    if chatmail_config.tls_cert_mode == "self":
+        ctx = ssl.create_default_context()
+        ctx.check_hostname = False
+        ctx.verify_mode = ssl.CERT_NONE
+        return ctx
+    return None
 
 
 @pytest.fixture
-def make_imap_connection(maildomain):
+def imap(maildomain, ssl_context):
+    return ImapConn(maildomain, ssl_context=ssl_context)
+
+
+@pytest.fixture
+def make_imap_connection(maildomain, ssl_context):
     def make_imap_connection():
-        conn = ImapConn(maildomain)
+        conn = ImapConn(maildomain, ssl_context=ssl_context)
         conn.connect()
         return conn
 
@@ -164,12 +175,13 @@ class ImapConn:
     logcmd = "journalctl -f -u dovecot"
     name = "dovecot"
 
-    def __init__(self, host):
+    def __init__(self, host, ssl_context=None):
         self.host = host
+        self.ssl_context = ssl_context
 
     def connect(self):
         print(f"imap-connect {self.host}")
-        self.conn = imaplib.IMAP4_SSL(self.host)
+        self.conn = imaplib.IMAP4_SSL(self.host, ssl_context=self.ssl_context)
 
     def login(self, user, password):
         print(f"imap-login {user!r} {password!r}")
@@ -195,14 +207,14 @@ class ImapConn:
 
 
 @pytest.fixture
-def smtp(maildomain):
-    return SmtpConn(maildomain)
+def smtp(maildomain, ssl_context):
+    return SmtpConn(maildomain, ssl_context=ssl_context)
 
 
 @pytest.fixture
-def make_smtp_connection(maildomain):
+def make_smtp_connection(maildomain, ssl_context):
     def make_smtp_connection():
-        conn = SmtpConn(maildomain)
+        conn = SmtpConn(maildomain, ssl_context=ssl_context)
         conn.connect()
         return conn
 
@@ -214,12 +226,14 @@ class SmtpConn:
     logcmd = "journalctl -f -t postfix/smtpd -t postfix/smtp -t postfix/lmtp"
     name = "postfix"
 
-    def __init__(self, host):
+    def __init__(self, host, ssl_context=None):
         self.host = host
+        self.ssl_context = ssl_context
 
     def connect(self):
         print(f"smtp-connect {self.host}")
-        self.conn = smtplib.SMTP_SSL(self.host)
+        context = self.ssl_context or ssl.create_default_context()
+        self.conn = smtplib.SMTP_SSL(self.host, context=context)
 
     def login(self, user, password):
         print(f"smtp-login {user!r} {password!r}")
@@ -270,11 +284,12 @@ def gencreds(chatmail_config):
 class ChatmailTestProcess:
     """Provider for chatmail instance accounts as used by deltachat.testplugin.acfactory"""
 
-    def __init__(self, pytestconfig, maildomain, gencreds):
+    def __init__(self, pytestconfig, maildomain, gencreds, chatmail_config):
         self.pytestconfig = pytestconfig
         self.maildomain = maildomain
         assert "." in self.maildomain, maildomain
         self.gencreds = gencreds
+        self.chatmail_config = chatmail_config
         self._addr2files = {}
 
     def get_liveconfig_producer(self):
@@ -287,6 +302,9 @@ class ChatmailTestProcess:
             # speed up account configuration
             config["mail_server"] = self.maildomain
             config["send_server"] = self.maildomain
+            if self.chatmail_config.tls_cert_mode == "self":
+                # Accept self-signed TLS certificates
+                config["imap_certificate_checks"] = "3"
             yield config
 
     def cache_maybe_retrieve_configured_db_files(self, cache_addr, db_target_path):
@@ -297,12 +315,14 @@ class ChatmailTestProcess:
 
 
 @pytest.fixture
-def cmfactory(request, gencreds, tmpdir, maildomain):
+def cmfactory(request, gencreds, tmpdir, maildomain, chatmail_config):
     # cloned from deltachat.testplugin.amfactory
     pytest.importorskip("deltachat")
     from deltachat.testplugin import ACFactory
 
-    testproc = ChatmailTestProcess(request.config, maildomain, gencreds)
+    testproc = ChatmailTestProcess(
+        request.config, maildomain, gencreds, chatmail_config
+    )
 
     class Data:
         def read_path(self, path):
@@ -310,6 +330,10 @@ def cmfactory(request, gencreds, tmpdir, maildomain):
 
     am = ACFactory(request=request, tmpdir=tmpdir, testprocess=testproc, data=Data())
 
+    # Skip upstream's init_imap to prevent extra imap connections not
+    # needed for relay testing
+    am._acsetup.init_imap = lambda acc: None
+
     # nb. a bit hacky
     # would probably be better if deltachat's test machinery grows native support
     def switch_maildomain(maildomain2):
@@ -363,38 +387,40 @@ def lp(request):
 
 
 @pytest.fixture
-def cmsetup(maildomain, gencreds):
-    return CMSetup(maildomain, gencreds)
+def cmsetup(maildomain, gencreds, ssl_context):
+    return CMSetup(maildomain, gencreds, ssl_context)
 
 
 class CMSetup:
-    def __init__(self, maildomain, gencreds):
+    def __init__(self, maildomain, gencreds, ssl_context):
         self.maildomain = maildomain
         self.gencreds = gencreds
+        self.ssl_context = ssl_context
 
     def gen_users(self, num):
         print(f"Creating {num} online users")
         users = []
         for i in range(num):
             addr, password = self.gencreds()
-            user = CMUser(self.maildomain, addr, password)
+            user = CMUser(self.maildomain, addr, password, self.ssl_context)
             assert user.smtp
             users.append(user)
         return users
 
 
 class CMUser:
-    def __init__(self, maildomain, addr, password):
+    def __init__(self, maildomain, addr, password, ssl_context=None):
         self.maildomain = maildomain
         self.addr = addr
         self.password = password
+        self.ssl_context = ssl_context
         self._smtp = None
         self._imap = None
 
     @property
     def smtp(self):
         if not self._smtp:
-            handle = SmtpConn(self.maildomain)
+            handle = SmtpConn(self.maildomain, ssl_context=self.ssl_context)
             handle.connect()
             handle.login(self.addr, self.password)
             self._smtp = handle
@@ -403,7 +429,7 @@ class CMUser:
     @property
     def imap(self):
         if not self._imap:
-            imap = ImapConn(self.maildomain)
+            imap = ImapConn(self.maildomain, ssl_context=self.ssl_context)
             imap.connect()
             imap.login(self.addr, self.password)
             self._imap = imap

cmdeploy/src/cmdeploy/tests/setup_tls_external.py

@@ -0,0 +1,362 @@
+"""Setup and verify external TLS certificates for a chatmail server.
+
+Generates a self-signed TLS certificate, uploads it to the chatmail
+server via SCP, runs ``cmdeploy run``, and then probes all TLS-enabled
+ports (nginx, postfix, dovecot) to verify the certificate is actually
+served.  After probing, checks remote service logs for errors.
+
+Prerequisites
+~~~~~~~~~~~~~
+- SSH root access to the target server (same as ``cmdeploy run``)
+- ``cmdeploy`` in PATH (activate the venv first)
+
+How to run
+~~~~~~~~~~
+From the repository root::
+
+    # Full run: generate cert, deploy, probe ports, check services
+    python -m cmdeploy.tests.setup_tls_external DOMAIN
+
+    # Re-probe only (after a previous deploy)
+    python -m cmdeploy.tests.setup_tls_external DOMAIN \\
+        --skip-deploy --skip-certgen
+
+    # Override SSH host (e.g. when domain doesn't resolve to the server)
+    python -m cmdeploy.tests.setup_tls_external DOMAIN \\
+        --ssh-host staging-ipv4.testrun.org
+
+Arguments
+~~~~~~~~~
+DOMAIN            mail domain for the chatmail server (SSH root login must work)
+
+Options
+~~~~~~~
+--skip-deploy     skip ``cmdeploy run``, only probe ports
+--skip-certgen    skip cert generation/upload, use certs already on server
+--ssh-host HOST   SSH host override (defaults to DOMAIN)
+"""
+
+import argparse
+import shutil
+import smtplib
+import socket
+import ssl
+import subprocess
+import sys
+import tempfile
+import time
+from pathlib import Path
+
+# Cert paths on the remote server
+REMOTE_CERT = "/etc/ssl/certs/tmp_fullchain.pem"
+REMOTE_KEY = "/etc/ssl/private/tmp_privkey.pem"
+
+
+# ---------------------------------------------------------------------------
+# Config generation
+# ---------------------------------------------------------------------------
+
+
+def generate_config(domain: str, config_dir: Path) -> Path:
+    """Generate a chatmail.ini with tls_external_cert_and_key for *domain*."""
+    from chatmaild.config import write_initial_config
+
+    ini_path = config_dir / "chatmail.ini"
+    write_initial_config(
+        ini_path,
+        domain,
+        overrides={
+            "tls_external_cert_and_key": f"{REMOTE_CERT} {REMOTE_KEY}",
+        },
+    )
+    print(f"[+] Generated chatmail.ini for {domain} in {config_dir}")
+    return ini_path
+
+
+# ---------------------------------------------------------------------------
+# Certificate generation
+# ---------------------------------------------------------------------------
+
+
+def generate_cert(domain: str, cert_dir: Path) -> tuple:
+    """Generate a self-signed TLS cert+key for *domain* with proper SANs."""
+    from cmdeploy.selfsigned.deployer import openssl_selfsigned_args
+
+    cert_path = cert_dir / "fullchain.pem"
+    key_path = cert_dir / "privkey.pem"
+    subprocess.check_call(openssl_selfsigned_args(domain, cert_path, key_path, days=30))
+    print(f"[+] Generated cert for {domain} in {cert_dir}")
+    return cert_path, key_path
+
+
+# ---------------------------------------------------------------------------
+# Upload certs to remote server
+# ---------------------------------------------------------------------------
+
+
+def upload_certs(
+    ssh_host: str,
+    cert_path: Path,
+    key_path: Path,
+) -> None:
+    """SCP cert and key to the remote server."""
+    subprocess.check_call([
+        "scp", str(cert_path), f"root@{ssh_host}:{REMOTE_CERT}",
+    ])
+    subprocess.check_call([
+        "scp", str(key_path), f"root@{ssh_host}:{REMOTE_KEY}",
+    ])
+    # Ensure cert is world-readable and key is readable by ssl-cert group
+    # (dovecot/postfix/nginx need to read these files)
+    subprocess.check_call([
+        "ssh", f"root@{ssh_host}",
+        f"chmod 644 {REMOTE_CERT} && chmod 640 {REMOTE_KEY}"
+        f" && chgrp ssl-cert {REMOTE_KEY}",
+    ])
+    print(f"[+] Uploaded cert/key to {ssh_host}")
+
+
+# ---------------------------------------------------------------------------
+# Deploy
+# ---------------------------------------------------------------------------
+
+
+def run_deploy(ini_path: str) -> None:
+    """Run ``cmdeploy run --skip-dns-check --config <ini>``."""
+    cmd = ["cmdeploy", "run", "--config", str(ini_path), "--skip-dns-check"]
+    print(f"[+] Running: {' '.join(cmd)}")
+    subprocess.check_call(cmd)
+    print("[+] Deploy completed successfully")
+
+
+# ---------------------------------------------------------------------------
+# TLS port probing
+# ---------------------------------------------------------------------------
+
+
+def get_peer_cert_binary(host: str, port: int) -> bytes:
+    """Connect to host:port with TLS and return the DER-encoded peer cert."""
+    ctx = ssl.create_default_context()
+    ctx.check_hostname = False
+    ctx.verify_mode = ssl.CERT_NONE
+    with socket.create_connection((host, port), timeout=15) as sock:
+        with ctx.wrap_socket(sock, server_hostname=host) as ssock:
+            return ssock.getpeercert(binary_form=True)
+
+
+def get_smtp_starttls_cert_binary(host: str, port: int = 587) -> bytes:
+    """Connect via SMTP STARTTLS and return the DER cert."""
+    ctx = ssl.create_default_context()
+    ctx.check_hostname = False
+    ctx.verify_mode = ssl.CERT_NONE
+    with smtplib.SMTP(host, port, timeout=15) as smtp:
+        smtp.starttls(context=ctx)
+        return smtp.sock.getpeercert(binary_form=True)
+
+
+def check_cert_matches(
+    label: str, served_der: bytes, expected_der: bytes,
+) -> bool:
+    """Compare served DER cert against the expected cert."""
+    if served_der == expected_der:
+        print(f"  [OK]   {label}: certificate matches")
+        return True
+    else:
+        print(f"  [FAIL] {label}: certificate does NOT match")
+        return False
+
+
+def load_cert_der(cert_pem_path: Path) -> bytes:
+    """Load a PEM cert file and return its DER encoding."""
+    pem_text = cert_pem_path.read_text()
+    start = pem_text.index("-----BEGIN CERTIFICATE-----")
+    end = pem_text.index("-----END CERTIFICATE-----") + len(
+        "-----END CERTIFICATE-----"
+    )
+    return ssl.PEM_cert_to_DER_cert(pem_text[start:end])
+
+
+def probe_all_ports(host: str, expected_cert_der: bytes) -> bool:
+    """Probe TLS ports and verify the served certificate matches.
+
+    Checks ports 993 (IMAP), 465 (SMTPS), 587 (STARTTLS), and 443
+    (nginx stream).  Port 8443 is skipped as nginx binds it to
+    localhost behind the stream proxy on 443.
+    """
+    print(f"\n[+] Probing TLS ports on {host}...")
+    all_ok = True
+
+    for label, port in [
+        ("IMAP/TLS (993)", 993),
+        ("SMTP/TLS (465)", 465),
+    ]:
+        try:
+            served = get_peer_cert_binary(host, port)
+            if not check_cert_matches(label, served, expected_cert_der):
+                all_ok = False
+        except Exception as e:
+            print(f"  [FAIL] {label}: connection failed: {e}")
+            all_ok = False
+
+    # STARTTLS on port 587
+    try:
+        served = get_smtp_starttls_cert_binary(host, 587)
+        if not check_cert_matches("SMTP/STARTTLS (587)", served, expected_cert_der):
+            all_ok = False
+    except Exception as e:
+        print(f"  [FAIL] SMTP/STARTTLS (587): connection failed: {e}")
+        all_ok = False
+
+    # Port 443 (nginx stream proxy with ALPN routing)
+    try:
+        served = get_peer_cert_binary(host, 443)
+        if not check_cert_matches("nginx/443 (stream)", served, expected_cert_der):
+            all_ok = False
+    except Exception as e:
+        print(f"  [FAIL] nginx/443 (stream): connection failed: {e}")
+        all_ok = False
+
+    return all_ok
+
+
+# ---------------------------------------------------------------------------
+# Post-deploy service health checks
+# ---------------------------------------------------------------------------
+
+SERVICES = ["dovecot", "postfix", "nginx"]
+
+
+def check_remote_services(ssh_host: str, since: str = "") -> bool:
+    """SSH to the server and check for service failures or errors.
+
+    *since* is a ``journalctl --since`` timestamp (e.g. ``"5 min ago"``).
+    If empty, checks the entire boot journal.
+    """
+    print(f"\n[+] Checking remote service health on {ssh_host}...")
+    all_ok = True
+
+    for svc in SERVICES:
+        try:
+            result = subprocess.run(
+                ["ssh", f"root@{ssh_host}",
+                 f"systemctl is-active {svc}.service"],
+                capture_output=True, text=True, timeout=15, check=False,
+            )
+            status = result.stdout.strip()
+            if status == "active":
+                print(f"  [OK]   {svc}: active")
+            else:
+                print(f"  [FAIL] {svc}: {status}")
+                all_ok = False
+        except Exception as e:
+            print(f"  [FAIL] {svc}: check failed: {e}")
+            all_ok = False
+
+    since_arg = f'--since="{since}"' if since else ""
+    print(f"\n[+] Checking journal for errors on {ssh_host}...")
+    for svc in SERVICES:
+        try:
+            result = subprocess.run(
+                ["ssh", f"root@{ssh_host}",
+                 f"journalctl -u {svc}.service {since_arg}"
+                 f" --no-pager -p err -q"],
+                capture_output=True, text=True, timeout=15, check=False,
+            )
+            errors = result.stdout.strip()
+            if errors:
+                print(f"  [WARN] {svc} errors in journal:")
+                for line in errors.splitlines()[:10]:
+                    print(f"         {line}")
+                all_ok = False
+            else:
+                print(f"  [OK]   {svc}: no errors in journal")
+        except Exception as e:
+            print(f"  [FAIL] {svc}: journal check failed: {e}")
+            all_ok = False
+
+    return all_ok
+
+
+# ---------------------------------------------------------------------------
+# Main
+# ---------------------------------------------------------------------------
+
+
+def main():
+    parser = argparse.ArgumentParser(
+        description=__doc__,
+        formatter_class=argparse.RawDescriptionHelpFormatter,
+    )
+    parser.add_argument(
+        "domain",
+        help="mail domain (SSH root login must work to this host)",
+    )
+    parser.add_argument(
+        "--skip-deploy",
+        action="store_true",
+        help="skip cmdeploy run, only probe ports",
+    )
+    parser.add_argument(
+        "--skip-certgen",
+        action="store_true",
+        help="skip cert generation and upload (use existing)",
+    )
+    parser.add_argument(
+        "--ssh-host",
+        help="SSH host override (defaults to DOMAIN)",
+    )
+    args = parser.parse_args()
+
+    domain = args.domain
+    ssh_host = args.ssh_host or domain
+    print(f"[+] Domain: {domain}")
+    print(f"[+] SSH host: {ssh_host}")
+    print(f"[+] Remote cert: {REMOTE_CERT}")
+    print(f"[+] Remote key:  {REMOTE_KEY}")
+
+    work_dir = Path(tempfile.mkdtemp(prefix="tls-external-test-"))
+    try:
+        # Generate chatmail.ini
+        ini_path = generate_config(domain, work_dir)
+
+        if not args.skip_certgen:
+            local_cert, local_key = generate_cert(domain, work_dir)
+            upload_certs(ssh_host, local_cert, local_key)
+        else:
+            local_cert = work_dir / "fullchain.pem"
+            subprocess.check_call([
+                "scp", f"root@{ssh_host}:{REMOTE_CERT}", str(local_cert),
+            ])
+
+        # Record timestamp before deploy for journal filtering
+        deploy_start = time.strftime("%Y-%m-%d %H:%M:%S")
+
+        if not args.skip_deploy:
+            run_deploy(ini_path)
+
+        # Probe TLS ports
+        expected_der = load_cert_der(local_cert)
+        ports_ok = probe_all_ports(domain, expected_der)
+
+        # Check service health (only errors since deploy started)
+        services_ok = check_remote_services(ssh_host, since=deploy_start)
+
+        if ports_ok and services_ok:
+            print(
+                "\n[SUCCESS] All TLS port probes passed and services are healthy"
+            )
+            return 0
+        else:
+            if not ports_ok:
+                print("\n[FAILURE] Some TLS port probes failed", file=sys.stderr)
+            if not services_ok:
+                print(
+                    "\n[FAILURE] Some services have errors", file=sys.stderr
+                )
+            return 1
+    finally:
+        shutil.rmtree(work_dir, ignore_errors=True)
+
+
+if __name__ == "__main__":
+    sys.exit(main())

cmdeploy/src/cmdeploy/tests/test_dns.py

@@ -91,6 +91,16 @@ class TestPerformInitialChecks:
         assert not res
         assert len(l) == 2
 
+    def test_perform_initial_checks_no_mta_sts_self_signed(self, mockdns):
+        del mockdns["CNAME"]["mta-sts.some.domain"]
+        remote_data = remote.rdns.perform_initial_checks("some.domain")
+        assert not remote_data["MTA_STS"]
+
+        l = []
+        res = check_initial_remote_data(remote_data, strict_tls=False, print=l.append)
+        assert res
+        assert not l
+
 
 def parse_zonefile_into_dict(zonefile, mockdns_base, only_required=False):
     for zf_line in zonefile.split("\n"):

cmdeploy/src/cmdeploy/tests/test_external_tls.py

@@ -0,0 +1,78 @@
+"""Functional tests for tls_external_cert_and_key option."""
+
+import json
+
+import chatmaild.newemail
+import pytest
+from chatmaild.config import read_config, write_initial_config
+
+
+def make_external_config(tmp_path, cert_key=None):
+    inipath = tmp_path / "chatmail.ini"
+    overrides = {}
+    if cert_key is not None:
+        overrides["tls_external_cert_and_key"] = cert_key
+    write_initial_config(inipath, "chat.example.org", overrides=overrides)
+    return inipath
+
+
+def test_external_tls_config_reads_paths(tmp_path):
+    inipath = make_external_config(
+        tmp_path,
+        cert_key=(
+            "/etc/letsencrypt/live/chat.example.org/fullchain.pem"
+            " /etc/letsencrypt/live/chat.example.org/privkey.pem"
+        ),
+    )
+    config = read_config(inipath)
+    assert config.tls_cert_mode == "external"
+    assert (
+        config.tls_cert_path == "/etc/letsencrypt/live/chat.example.org/fullchain.pem"
+    )
+    assert config.tls_key_path == "/etc/letsencrypt/live/chat.example.org/privkey.pem"
+
+
+def test_external_tls_missing_option_uses_acme(tmp_path):
+    config = read_config(make_external_config(tmp_path))
+    assert config.tls_cert_mode == "acme"
+
+
+def test_external_tls_bad_format_raises(tmp_path):
+    inipath = make_external_config(tmp_path, cert_key="/only/one/path.pem")
+    with pytest.raises(ValueError, match="two space-separated"):
+        read_config(inipath)
+
+
+def test_external_tls_three_paths_raises(tmp_path):
+    inipath = make_external_config(tmp_path, cert_key="/a /b /c")
+    with pytest.raises(ValueError, match="two space-separated"):
+        read_config(inipath)
+
+
+def test_external_tls_no_dclogin_url(tmp_path, capsys, monkeypatch):
+    inipath = make_external_config(
+        tmp_path, cert_key="/certs/fullchain.pem /certs/privkey.pem"
+    )
+    monkeypatch.setattr(chatmaild.newemail, "CONFIG_PATH", str(inipath))
+    chatmaild.newemail.print_new_account()
+    out, _ = capsys.readouterr()
+    lines = out.split("\n")
+    dic = json.loads(lines[2])
+    assert "dclogin_url" not in dic
+
+
+def test_external_tls_selects_correct_deployer(tmp_path):
+    from cmdeploy.deployers import get_tls_deployer
+    from cmdeploy.external.deployer import ExternalTlsDeployer
+    from cmdeploy.selfsigned.deployer import SelfSignedTlsDeployer
+
+    inipath = make_external_config(
+        tmp_path, cert_key="/certs/fullchain.pem /certs/privkey.pem"
+    )
+    config = read_config(inipath)
+    deployer = get_tls_deployer(config, "chat.example.org")
+
+    assert isinstance(deployer, ExternalTlsDeployer)
+    assert not isinstance(deployer, SelfSignedTlsDeployer)
+    assert deployer.cert_path == "/certs/fullchain.pem"
+    assert deployer.key_path == "/certs/privkey.pem"

cmdeploy/src/cmdeploy/unbound/unbound.conf.j2

@@ -0,0 +1,4 @@
+# Managed by cmdeploy: disable IPv6 in unbound.
+server:
+  interface: 127.0.0.1
+  do-ip6: no

doc/source/docker.rst

@@ -0,0 +1,260 @@
+Docker installation
+===================
+
+This section provides instructions for installing a chatmail relay
+using Docker Compose.
+
+.. note::
+
+    - Docker support is experimental and not yet covered by automated tests, please report bugs.
+    - This preliminary image simply wraps the cmdeploy process detailed in the :doc:`getting_started` instructions in a full Debian-systemd image with r/w access to `/sys/fs`
+    - Currently, the image has only been tested and built on amd64, though arm64 should theoretically work as well.
+
+
+Setup Preparation
+-----------------
+
+We use ``chat.example.org`` as the chatmail domain in the following
+steps. Please substitute it with your own domain.
+
+1. Install docker and docker compose v2 (check with `docker compose version`), install, e.g., through
+    - Debian 12 through the `official install instructions <https://docs.docker.com/engine/install/debian/#install-using-the-repository>`_
+    - Debian 13+ with `apt install docker docker-compose`
+
+   If you must use v1 (EOL since 2023), use `docker-compose` in the following and modify the `docker-compose.yaml` to use `privileged: true` instead of `cgroup: host`, though that will run give the container all priviledges.
+
+2. Setup the initial DNS records.
+   The following is an example in the familiar BIND zone file format with
+   a TTL of 1 hour (3600 seconds).
+   Please substitute your domain and IP addresses.
+
+   ::
+
+       chat.example.org. 3600 IN A 198.51.100.5
+       chat.example.org. 3600 IN AAAA 2001:db8::5
+       www.chat.example.org. 3600 IN CNAME chat.example.org.
+       mta-sts.chat.example.org. 3600 IN CNAME chat.example.org.
+
+3. Configure kernel parameters on the host, as these can not be set from the container::
+
+       echo "fs.inotify.max_user_instances=65536" | sudo tee -a /etc/sysctl.d/99-inotify.conf
+       echo "fs.inotify.max_user_watches=65536" | sudo tee -a /etc/sysctl.d/99-inotify.conf
+       sudo sysctl --system
+
+
+Docker Compose Setup
+--------------------
+
+Pre-built images are available from GitHub Container Registry. The
+``main`` branch and tagged releases are pushed automatically by CI::
+
+    docker pull ghcr.io/chatmail/relay:main      # latest main branch
+    docker pull ghcr.io/chatmail/relay:1.2.3     # tagged release
+
+
+Create service directory
+^^^^^^^^^^^^^^^^^^^^^^^^
+
+Either:
+
+- Create a service directory, e.g., `/srv/chatmail-relay`::
+
+    mkdir -p /srv/chatmail-relay && cd /srv/chatmail-relay
+    wget https://raw.githubusercontent.com/chatmail/relay/refs/heads/main/docker-compose.yaml
+    wget https://raw.githubusercontent.com/chatmail/relay/refs/heads/main/docker-compose.override.yaml.example -O docker-compose.override.yaml
+
+- or clone the chatmail repo ::
+
+   git clone https://github.com/chatmail/relay
+   cd relay
+
+
+Customize and start
+^^^^^^^^^^^^^^^^^^^
+
+1. Set the fully qualified domain name of the relay::
+
+       echo 'MAIL_DOMAIN=chat.example.org' > .env
+
+   The container generates a ``chatmail.ini`` with defaults from
+   ``MAIL_DOMAIN`` on first start. To customize chatmail settings, mount
+   your own ``chatmail.ini`` instead (see `Custom chatmail.ini`_ below).
+
+2. All local customizations (data paths, extra volumes, config mounts) go in
+   ``docker-compose.override.yaml``, which Compose merges automatically with
+   the base file. By default, all data is stored in docker volumes, you will
+   likely want to at least create and configure the mail storage location, but
+   you might also want to configure external TLS certificates there.
+
+3. Start the container::
+
+       docker compose up -d
+       docker compose logs -f chatmail   # view logs, Ctrl+C to exit
+
+4. After installation is complete, open ``https://chat.example.org`` in
+   your browser.
+
+Finish install and test
+-----------------------
+
+You can test the installation with::
+
+        pip install cmping chat.example.org # or
+        uvx cmping chat.example.org # if you use https://docs.astral.sh/uv/
+
+You should check and extend your DNS records for better interoperability::
+
+    # Show required DNS records
+    docker exec chatmail /opt/cmdeploy/bin/cmdeploy dns --ssh-host @local
+
+You can check server status with::
+
+    docker exec chatmail /opt/cmdeploy/bin/cmdeploy status --ssh-host @local
+
+You can run some benchmarks (can also run from any machine with cmdeploy installed)
+
+    docker exec chatmail /opt/cmdeploy/bin/cmdeploy bench chat.example.org
+
+You can run the test suite with
+
+    docker exec chatmail /opt/cmdeploy/bin/cmdeploy test chat.example.org --ssh-host localhost
+
+
+Customization
+-------------
+
+Website
+^^^^^^^^^^^^^^
+
+You can customize the chatmail landing page by mounting a directory with
+your own website source files.
+
+1. Create a directory with your custom website source::
+
+       mkdir -p ./custom/www/src
+       nano ./custom/www/src/index.md
+
+2. Add the volume mount in ``docker-compose.override.yaml``::
+
+       services:
+         chatmail:
+           volumes:
+             - ./custom/www:/opt/chatmail-www
+
+3. Restart the service::
+
+       docker compose down
+       docker compose up -d
+
+
+Custom chatmail.ini
+^^^^^^^^^^^^^^^^^^^
+
+If you want to go beyond simply setting the ``MAIL_DOMAIN`` in ``.env``, you
+can use a regular `chatmail.ini` to give you full control.
+
+1. Extract the generated config from a running container::
+
+       docker cp chatmail:/etc/chatmail/chatmail.ini ./chatmail.ini
+
+2. Edit ``chatmail.ini`` as needed.
+
+3. Add the volume mount in ``docker-compose.override.yaml`` ::
+
+       services:
+         chatmail:
+           volumes:
+             - ./chatmail.ini:/etc/chatmail/chatmail.ini
+
+4. Restart the container, the container skips generating a new one: ::
+
+       docker compose down && docker compose up -d
+
+
+External TLS certificates
+^^^^^^^^^^^^^^^^^^^^^^^^^
+
+If TLS certificates are managed outside the container (e.g. by certbot,
+acmetool, or Traefik on the host), mount them into the container and set
+``TLS_EXTERNAL_CERT_AND_KEY`` in ``docker-compose.override.yaml``.
+Changed certificates are picked up automatically via inotify.
+See the examples in the example override and :ref:`external-tls` in the getting started guide for details.
+
+
+Migrating from a bare-metal install
+------------------------------------
+
+If you have an existing bare-metal chatmail installation and want to
+switch to Docker:
+
+1. Stop all existing services::
+
+       systemctl stop postfix dovecot doveauth nginx opendkim unbound \
+         acmetool-redirector filtermail filtermail-incoming chatmail-turn \
+         iroh-relay chatmail-metadata lastlogin mtail
+       systemctl disable postfix dovecot doveauth nginx opendkim unbound \
+         acmetool-redirector filtermail filtermail-incoming chatmail-turn \
+         iroh-relay chatmail-metadata lastlogin mtail
+
+2. Copy your existing ``chatmail.ini`` and mount it into the container
+   (see `Custom chatmail.ini`_ above)::
+
+       cp /usr/local/lib/chatmaild/chatmail.ini ./chatmail.ini
+
+3. Copy persistent data into the ``./data/`` subdirectories (for example, as configured in `Customize and start`_) ::
+
+       mkdir -p data/dkim data/certs data/mail
+
+       # DKIM keys
+       cp -a /etc/dkimkeys/* data/dkim/
+
+       # TLS certificates
+       rsync -a /var/lib/acme/ data/certs/
+
+   Note that ownership of dkim and acme is adjusted on container start.
+
+   For the mail directory::
+
+       rsync -a /home/vmail/ data/mail/
+
+   Alternatively, mount ``/home/vmail`` directly by changing the volume
+   in ``docker-compose-override.yaml``::
+
+       - /home/vmail:/home/vmail
+
+   The three ``./data/`` subdirectories cover all persistent state.
+   Everything else is regenerated by the ``configure`` and ``activate``
+   stages on container start.
+
+Building the image
+------------------
+
+Clone the repository and build the Docker image::
+
+    git clone https://github.com/chatmail/relay
+    cd relay
+    docker compose build chatmail
+
+The build bakes all binaries, Python packages, and the install stage
+into the image. After building, only ``docker-compose.yaml`` and a ``.env`` with
+``MAIL_DOMAIN`` are needed to run the container.
+
+You can transfer a locally built image to your server directly (pigz is parallel `gzip` which can be used instead as well) ::
+
+    docker save chatmail-relay:latest | pigz | ssh chat.example.org 'pigz -d | docker load'
+
+
+Forcing a full reinstall
+------------------------
+
+On container start, only the ``configure`` and ``activate`` stages run by default.
+
+To force a full reinstall (e.g. after updating the source), either
+rebuild the image::
+
+    docker compose build chatmail
+    docker compose up -d
+
+Or override the stages at runtime without rebuilding::
+
+    CMDEPLOY_STAGES="install,configure,activate" docker compose up -d

doc/source/getting_started.rst

@@ -47,6 +47,14 @@ steps. Please substitute it with your own domain.
        www.chat.example.org. 3600 IN CNAME chat.example.org.
        mta-sts.chat.example.org. 3600 IN CNAME chat.example.org.
 
+   .. note::
+
+      For experimental deployments using self-signed certificates,
+      use a domain name starting with ``_``
+      (e.g. ``_chat.example.org``).
+      The ``mta-sts`` CNAME and ``_mta-sts`` TXT records
+      are not needed for such domains.
+
 2. On your local PC, clone the repository and bootstrap the Python
    virtualenv.
 
@@ -63,6 +71,16 @@ steps. Please substitute it with your own domain.
 
        scripts/cmdeploy init chat.example.org  # <-- use your domain
 
+   To use self-signed TLS certificates
+   instead of Let's Encrypt,
+   use a domain name starting with ``_``
+   (e.g. ``scripts/cmdeploy init _chat.example.org``).
+   Domains starting with ``_`` cannot obtain WebPKI certificates,
+   so self-signed mode is derived automatically.
+   This is useful for private or test deployments.
+   See the :doc:`overview`
+   for details on certificate provisioning.
+
 4. Verify that SSH root login to the deployment server server works:
 
    ::
@@ -80,6 +98,12 @@ steps. Please substitute it with your own domain.
    configure at your DNS provider (it can take some time until they are
    public).
 
+Docker installation
+-------------------
+
+There is experimental support for running chatmail via Docker Compose.
+See :doc:`docker` for full setup instructions.
+
 Other helpful commands
 ----------------------
 
@@ -169,6 +193,51 @@ creating addresses, login with ssh to the deployment machine and run:
 Chatmail address creation will be denied while this file is present.
 
 
+Running a relay with self-signed certificates
+----------------------------------------------
+
+Use a domain name starting with ``_`` (e.g. ``_chat.example.org``)
+to run a relay with self-signed certificates.
+Domains starting with ``_`` cannot obtain WebPKI certificates
+so the relay automatically uses self-signed certificates
+and all other relays will accept connections from it
+without requiring certificate verification.
+This is useful for experimental setups and testing.
+
+.. _external-tls:
+
+Running a relay with externally managed certificates
+-----------------------------------------------------
+
+If you already have a TLS certificate manager
+(e.g. Traefik, certbot, or another ACME client)
+running on the deployment server,
+you can configure the relay to use those certificates
+instead of the built-in ``acmetool``.
+
+Set the following in ``chatmail.ini``::
+
+    tls_external_cert_and_key = /path/to/fullchain.pem /path/to/privkey.pem
+
+The paths must point to certificate and key files
+on the deployment server.
+During ``cmdeploy run``, these paths are written into
+the Postfix, Dovecot, and Nginx configurations.
+No certificate files are transferred from the build machine —
+they must already exist on the server,
+managed by your external certificate tool.
+
+The deploy will verify that both files exist on the server.
+``acmetool`` is **not** installed or run in this mode.
+
+.. note::
+
+   You are responsible for certificate renewal.
+   When the certificate file changes on disk,
+   all relay services pick up the new certificate automatically
+   (via a systemd path watcher installed during deploy).
+
+
 Migrating to a new build machine
 ----------------------------------
 

doc/source/index.rst

@@ -13,6 +13,7 @@ Contributions and feedback welcome through the https://github.com/chatmail/relay
     :maxdepth: 5
 
     getting_started
+    docker
     proxy
     migrate
     overview

doc/source/overview.rst

@@ -42,6 +42,11 @@ The deployed system components of a chatmail relay are:
 -  Dovecot_ is the Mail Delivery Agent (MDA) and
    stores messages for users until they download them
 
+-  `filtermail <https://github.com/chatmail/filtermail>`_
+   prevents unencrypted email from leaving or entering the chatmail
+   service and is integrated into Postfix’s outbound and inbound mail
+   pipelines.
+
 -  Nginx_ shows the web page with privacy policy and additional information
 
 -  `acmetool <https://hlandau.github.io/acmetool/>`_ manages TLS
@@ -85,11 +90,6 @@ short overview of ``chatmaild`` services:
    <https://doc.dovecot.org/2.3/configuration_manual/authentication/dict/#complete-example-for-authenticating-via-a-unix-socket>`_
    to authenticate logins.
 
--  `filtermail <https://github.com/chatmail/relay/blob/main/chatmaild/src/chatmaild/filtermail.py>`_
-   prevents unencrypted email from leaving or entering the chatmail
-   service and is integrated into Postfix’s outbound and inbound mail
-   pipelines.
-
 -  `chatmail-metadata <https://github.com/chatmail/relay/blob/main/chatmaild/src/chatmaild/metadata.py>`_
    is contacted by a `Dovecot lua
    script <https://github.com/chatmail/relay/blob/main/cmdeploy/src/cmdeploy/dovecot/push_notification.lua>`_
@@ -297,8 +297,7 @@ TLS requirements
 
 Postfix is configured to require valid TLS by setting
 `smtp_tls_security_level <https://www.postfix.org/postconf.5.html#smtp_tls_security_level>`_
-to ``verify``. If emails don’t arrive at your chatmail relay server, the
-problem is likely that your relay does not have a valid TLS certificate.
+to ``verify``.
 
 You can test it by resolving ``MX`` records of your relay domain and
 then connecting to MX relays (e.g ``mx.example.org``) with
@@ -309,6 +308,11 @@ When providing a TLS certificate to your chatmail relay server, make
 sure to provide the full certificate chain and not just the last
 certificate.
 
+If you use an external certificate manager (e.g. Traefik or certbot),
+set ``tls_external_cert_and_key`` in ``chatmail.ini``
+to provide the certificate and key paths.
+See :ref:`external-tls` for details.
+
 If you are running an Exim server and don’t see incoming connections
 from a chatmail relay server in the logs, make sure ``smtp_no_mail`` log
 item is enabled in the config with ``log_selector = +smtp_no_mail``. By
@@ -317,6 +321,14 @@ default Exim does not log sessions that are closed before sending the
 by Postfix, so you might think that connection is not established while
 actually it is a problem with your TLS certificate.
 
+If emails don’t arrive at your chatmail relay server, the
+problem is likely that your relay does not have a valid TLS certificate.
+
+Note that connections to relays with underscore-prefixed test domains
+(e.g. ``_chat.example.org``) use ``encrypt`` tls security level,
+because such domains cannot obtain valid Let's Encrypt certificates
+and run with self-signed certificates.
+
 
 .. _dovecot: https://dovecot.org
 .. _postfix: https://www.postfix.org

doc/source/related.rst

@@ -14,8 +14,8 @@ We know of three work-in-progress alternative implementation efforts:
    it to support all of the features and configuration settings required
    to operate as a chatmail relay.
 
--  `Madmail <https://github.com/omidz4t/madmail>`_: an
-   experimental fork of Maddy Mail Server <https://maddy.email/>`_ optimized
+-  `Madmail <https://github.com/themadorg/madmail>`_: an
+   experimental fork of `Maddy Mail Server <https://maddy.email/>`_, modified
    for chatmail deployments.  It provides a single binary solution
    for running a chatmail relay.
 

docker-compose.override.yaml.example

@@ -0,0 +1,40 @@
+# Local overrides — copy to docker-compose.override.yaml in the repo root.
+# Compose automatically merges this with docker-compose.yaml.
+#
+#   cp docker-compose.override.yaml.example docker-compose.override.yaml
+#
+# Volumes are APPENDED to the base file's volumes list.
+# Environment and other scalar keys are MERGED by key.
+services:
+  chatmail:
+    volumes:
+      ## Data paths — bind-mount to host directories for easy access/backup.
+
+      # - ./data/dkim:/etc/dkimkeys
+      # - ./data/certs:/var/lib/acme
+
+      # - ./data/mail:/home/vmail
+      ## Or mount from an existing bare-metal install.
+      # - /home/vmail:/home/vmail
+
+      ## Mount your own chatmail.ini (skips auto-generation):
+      # - ./chatmail.ini:/etc/chatmail/chatmail.ini
+
+      ## Custom website:
+      # - ./custom/www:/opt/chatmail-www
+
+      ## Debug — mount scripts from the repo for live editing:
+      # - ./docker/files/setup_chatmail_docker.sh:/setup_chatmail_docker.sh
+      # - ./docker/files/entrypoint.sh:/entrypoint.sh
+
+    # environment:
+      ## Mount certs (above) and set TLS_EXTERNAL_CERT_AND_KEY to in-container paths.
+      ## Changed certs are picked up automatically (inotify via tls-cert-reload.path).
+      ##
+      ## Host acmetool (bare-metal migration): create mount above, and
+      ##   rsync -a /var/lib/acme/live data/certs
+      # TLS_EXTERNAL_CERT_AND_KEY: "/var/lib/acme/live/${MAIL_DOMAIN}/fullchain /var/lib/acme/live/${MAIL_DOMAIN}/privkey"
+      ##
+      ## (Untested) Traefik certs-dumper (see docker/docker-compose-traefik.yaml) - also add volume:
+      ##   - traefik-certs:/certs:ro
+      # TLS_EXTERNAL_CERT_AND_KEY: "/certs/${MAIL_DOMAIN}/certificate.crt /certs/${MAIL_DOMAIN}/privatekey.key"

docker-compose.yaml

@@ -0,0 +1,47 @@
+# Base compose file — do not edit. Put customizations (data paths, extra
+# volumes, env overrides) in docker-compose.override.yaml instead.
+# See docker/docker-compose.override.yaml.example for a starting point.
+#
+# Security note: this container uses network_mode:host (chatmail needs many
+# ports: 25, 53, 80, 143, 443, 465, 587, 993, 3340, 8443) and cgroup:host
+# (required for systemd). Together these give the container near-host-level
+# access. This is acceptable for a dedicated mail server, but be aware that
+# the container can bind any port and see all host network traffic.
+services:
+  chatmail:
+    build:
+      context: ./
+      dockerfile: docker/chatmail_relay.dockerfile
+      args:
+        GIT_HASH: ${GIT_HASH:-unknown}
+    image: chatmail-relay:latest
+    restart: unless-stopped
+    container_name: chatmail
+    # Required for systemd — use only one of the following:
+    cgroup: host          # compose v2
+    # privileged: true    # compose v1 (less restricted)
+    tty: true # required for logs
+    tmpfs: # required for systemd
+      - /tmp
+      - /run
+      - /run/lock
+    logging:
+      driver: json-file
+      options:
+        max-size: "10m"
+        max-file: "3"
+    environment:
+      MAIL_DOMAIN: $MAIL_DOMAIN
+    network_mode: "host"
+    volumes:
+      ## system (required)
+      - /sys/fs/cgroup:/sys/fs/cgroup:rw
+      ## data (defaults — override in docker-compose.override.yaml)
+      - mail:/home/vmail
+      - dkim:/etc/dkimkeys
+      - certs:/var/lib/acme
+
+volumes:
+  mail:
+  dkim:
+  certs:

docker/build.sh

@@ -0,0 +1,9 @@
+#!/bin/sh
+# Build the chatmail Docker image with the current git hash baked in.
+# Usage: ./docker/build.sh [extra docker-compose build args...]
+#
+# .git/ is excluded from the build context (.dockerignore) so the hash
+# must be passed as a build arg from the host.
+
+export GIT_HASH=$(git rev-parse --short HEAD)
+exec docker compose build "$@"

docker/chatmail_relay.dockerfile

@@ -0,0 +1,99 @@
+FROM jrei/systemd-debian:12 AS base
+
+ENV LANG=en_US.UTF-8
+
+RUN echo 'APT::Install-Recommends "0";' > /etc/apt/apt.conf.d/01norecommend && \
+    echo 'APT::Install-Suggests "0";' >> /etc/apt/apt.conf.d/01norecommend && \
+    apt-get update && \
+    apt-get install -y \
+        ca-certificates && \
+    DEBIAN_FRONTEND=noninteractive \
+    TZ=UTC \
+    apt-get install -y tzdata && \
+    apt-get install -y locales && \
+    sed -i -e "s/# $LANG.*/$LANG UTF-8/" /etc/locale.gen && \
+    dpkg-reconfigure --frontend=noninteractive locales && \
+    update-locale LANG=$LANG \
+    && rm -rf /var/lib/apt/lists/*
+
+RUN apt-get update && \
+    apt-get install -y \
+        git \
+        python3 \
+        python3-venv \
+        python3-virtualenv \
+        gcc \
+        python3-dev \
+        opendkim \
+        opendkim-tools \
+        curl \
+        rsync \
+        unbound \
+        unbound-anchor \
+        dnsutils \
+        postfix \
+        acl \
+        nginx \
+        libnginx-mod-stream \
+        fcgiwrap \
+        cron \
+    && rm -rf /var/lib/apt/lists/*
+
+# --- Build-time: install cmdeploy venv and run install stage ---
+# Editable install so importlib.resources reads directly from the source tree.
+# On container start only "configure,activate" stages run.
+COPY . /opt/chatmail/
+WORKDIR /opt/chatmail
+
+RUN printf '[params]\nmail_domain = build.local\n' > /tmp/chatmail.ini
+
+# Dummy git repo init: .git/ is excluded from the build context (.dockerignore)
+# but setuptools calls `git ls-files` when building the sdist.
+RUN git init -q && \
+    python3 -m venv /opt/cmdeploy && \
+    /opt/cmdeploy/bin/pip install --no-cache-dir \
+        -e chatmaild/ -e cmdeploy/
+
+RUN CMDEPLOY_STAGES=install \
+    CHATMAIL_INI=/tmp/chatmail.ini \
+    CHATMAIL_NOSYSCTL=True \
+    CHATMAIL_NOPORTCHECK=True \
+    /opt/cmdeploy/bin/pyinfra @local \
+        /opt/chatmail/cmdeploy/src/cmdeploy/run.py -y
+
+RUN cp -a www/ /opt/chatmail-www/
+
+RUN rm -f /tmp/chatmail.ini
+
+# Record image version (used in deploy fingerprint at runtime).
+# GIT_HASH is passed as a build arg (from docker-compose or CI) so that
+# .git/ can be excluded from the build context via .dockerignore.
+ARG GIT_HASH=unknown
+RUN echo "$GIT_HASH" > /etc/chatmail-image-version && \
+    echo "$GIT_HASH" > /etc/chatmail-version
+# --- End build-time install ---
+
+ENV TZ=:/etc/localtime
+ENV PATH="/opt/cmdeploy/bin:${PATH}"
+RUN ln -s /etc/chatmail/chatmail.ini /opt/chatmail/chatmail.ini
+
+ARG SETUP_CHATMAIL_SERVICE_PATH=/lib/systemd/system/setup_chatmail.service
+COPY ./docker/files/setup_chatmail.service "$SETUP_CHATMAIL_SERVICE_PATH"
+RUN ln -sf "$SETUP_CHATMAIL_SERVICE_PATH" "/etc/systemd/system/multi-user.target.wants/setup_chatmail.service"
+
+# Remove default nginx site config at build time (not in entrypoint)
+RUN rm -f /etc/nginx/sites-enabled/default
+
+COPY --chmod=555 ./docker/files/setup_chatmail_docker.sh /setup_chatmail_docker.sh
+COPY --chmod=555 ./docker/files/entrypoint.sh /entrypoint.sh
+
+HEALTHCHECK --interval=60s --timeout=10s --retries=3 \
+  CMD systemctl is-active dovecot postfix nginx unbound opendkim filtermail doveauth chatmail-metadata || exit 1
+
+STOPSIGNAL SIGRTMIN+3
+
+ENTRYPOINT ["/entrypoint.sh"]
+
+CMD [   "--default-standard-output=journal+console", \
+        "--default-standard-error=journal+console" ]
+

docker/files/entrypoint.sh

@@ -0,0 +1,12 @@
+#!/bin/bash
+set -eo pipefail
+
+SETUP_CHATMAIL_SERVICE_PATH="${SETUP_CHATMAIL_SERVICE_PATH:-/lib/systemd/system/setup_chatmail.service}"
+
+# Whitelist only the env vars needed by setup_chatmail_docker.sh.
+# Forwarding all env vars (via printenv) would leak Docker internals,
+# orchestrator secrets, and other unrelated variables into systemd.
+env_vars="MAIL_DOMAIN CMDEPLOY_STAGES CHATMAIL_INI TLS_EXTERNAL_CERT_AND_KEY PATH"
+sed -i "s|<envs_list>|$env_vars|g" "$SETUP_CHATMAIL_SERVICE_PATH"
+
+exec /lib/systemd/systemd "$@"

docker/files/setup_chatmail.service

@@ -0,0 +1,14 @@
+[Unit]
+Description=Run container setup commands
+After=multi-user.target
+ConditionPathExists=/setup_chatmail_docker.sh
+
+[Service]
+Type=oneshot
+ExecStart=/bin/bash /setup_chatmail_docker.sh
+RemainAfterExit=true
+WorkingDirectory=/opt/chatmail
+PassEnvironment=<envs_list>
+
+[Install]
+WantedBy=multi-user.target

docker/files/setup_chatmail_docker.sh

@@ -0,0 +1,63 @@
+#!/bin/bash
+
+set -euo pipefail
+export CHATMAIL_INI="${CHATMAIL_INI:-/etc/chatmail/chatmail.ini}"
+export CHATMAIL_NOSYSCTL=True
+export CHATMAIL_NOPORTCHECK=True
+
+CMDEPLOY=/opt/cmdeploy/bin/cmdeploy
+
+if [ -z "$MAIL_DOMAIN" ]; then
+    echo "ERROR: Environment variable 'MAIL_DOMAIN' must be set!" >&2
+    exit 1
+fi
+
+### MAIN
+
+if [ ! -f /etc/dkimkeys/opendkim.private ]; then
+    /usr/sbin/opendkim-genkey -D /etc/dkimkeys -d "$MAIL_DOMAIN" -s opendkim
+fi
+# Fix ownership for bind-mounted keys (host opendkim UID may differ from container)
+chown -R opendkim:opendkim /etc/dkimkeys
+
+# Journald: forward to console for docker logs
+grep -q '^ForwardToConsole=yes' /etc/systemd/journald.conf \
+    || echo "ForwardToConsole=yes" >> /etc/systemd/journald.conf
+systemctl restart systemd-journald
+
+# Create chatmail.ini (skips if file already exists, e.g. volume-mounted)
+mkdir -p "$(dirname "$CHATMAIL_INI")"
+if [ ! -f "$CHATMAIL_INI" ]; then
+    $CMDEPLOY init --config "$CHATMAIL_INI" "$MAIL_DOMAIN"
+fi
+
+# Inject external TLS paths from env var (unless user mounted their own ini)
+if [ -n "${TLS_EXTERNAL_CERT_AND_KEY:-}" ]; then
+    if ! grep -q '^tls_external_cert_and_key' "$CHATMAIL_INI"; then
+        echo "tls_external_cert_and_key = $TLS_EXTERNAL_CERT_AND_KEY" >> "$CHATMAIL_INI"
+    fi
+fi
+
+# --- Deploy fingerprint: skip cmdeploy run if nothing changed ---
+# On restart with identical image+config, systemd already brings up all
+# enabled services — the full cmdeploy run is redundant (~30s saved).
+# The install stage runs at image build time (Dockerfile), so only
+# configure+activate are needed here.
+IMAGE_VERSION_FILE="/etc/chatmail-image-version"
+FINGERPRINT_FILE="/etc/chatmail/.deploy-fingerprint"
+image_ver="none"
+[ -f "$IMAGE_VERSION_FILE" ] && image_ver=$(cat "$IMAGE_VERSION_FILE")
+config_hash=$(sha256sum "$CHATMAIL_INI" | cut -c1-16)
+current_fp="${image_ver}:${config_hash}"
+
+# CMDEPLOY_STAGES non-empty in env = operator override → always run.
+# Otherwise, if fingerprint matches the last successful deploy, skip.
+if [ -z "${CMDEPLOY_STAGES:-}" ] \
+    && [ -f "$FINGERPRINT_FILE" ] \
+    && [ "$(cat "$FINGERPRINT_FILE")" = "$current_fp" ]; then
+    echo "[INFO] No changes detected ($current_fp), skipping deploy."
+else
+    export CMDEPLOY_STAGES="${CMDEPLOY_STAGES:-configure,activate}"
+    $CMDEPLOY run --config "$CHATMAIL_INI" --ssh-host @local
+    echo "$current_fp" > "$FINGERPRINT_FILE"
+fi

env.example

@@ -0,0 +1 @@
+MAIL_DOMAIN=chat.example.com

www/src/dclogin.js

@@ -0,0 +1,21 @@
+/* dclogin profile generator for self-signed chatmail relays.
+ * Fetches credentials from /new and generates a dclogin: QR code.
+ * Requires qrcode-svg.min.js to be loaded first.
+ */
+(function () {
+    function generateProfile() {
+        fetch('/new')
+            .then(function (r) { return r.json(); })
+            .then(function (data) {
+                var url = data.dclogin_url;
+                var link = document.getElementById('dclogin-link');
+                link.href = url;
+                var qrLink = document.getElementById('qr-link');
+                qrLink.href = url;
+                var qrCode = document.getElementById('qr-code');
+                var qr = new QRCode({ content: url, width: 300, height: 300, padding: 1, join: true });
+                qrCode.innerHTML = qr.svg();
+            });
+    }
+    generateProfile();
+})();

www/src/index.md

@@ -11,6 +11,18 @@ for Delta Chat users.  For details how it avoids storing personal information
 please see our [privacy policy](privacy.html). 
 {% endif %}
 
+{% if config.tls_cert_mode == "self" %}
+<a class="cta-button" id="dclogin-link" href="#">Get a {{config.mail_domain}} chat profile</a>
+
+If you are viewing this page on a different device
+without a Delta Chat app,
+you can also **scan this QR code** with Delta Chat:
+
+<a id="qr-link" href="#"><div id="qr-code"></div></a>
+
+<script src="qrcode-svg.min.js"></script>
+<script src="dclogin.js"></script>
+{% else %}
 <a class="cta-button" href="DCACCOUNT:https://{{ config.mail_domain }}/new">Get a {{config.mail_domain}} chat profile</a>
 
 If you are viewing this page on a different device
@@ -19,6 +31,7 @@ you can also **scan this QR code** with Delta Chat:
 
 <a href="DCACCOUNT:https://{{ config.mail_domain }}/new">
     <img width=300 style="float: none;" src="qr-chatmail-invite-{{config.mail_domain}}.png" /></a>
+{% endif %}
 
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