diff --git a/CHANGELOG.md b/CHANGELOG.md
index 9a77b28f..35ee73a9 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -6,6 +6,33 @@ All notable changes to this project will be documented in this file. The format
 
 > **Note**: Changes and additions listed here are contained in the `:edge` image tag. These changes may not be as stable as released changes.
 
+The most noteworthy change of this release is the update of the container's base image from Debian 11 ("Bullseye") to Debian 12 ("Bookworm"). This update alone involves breaking changes and requires a careful update!
+
+### Breaking
+
+- **Updated base image to Debian 12** ([#3403](https://github.com/docker-mailserver/docker-mailserver/pull/3403))
+  - Changed the default of `DOVECOT_COMMUNITY_REPO` to `0` (disabled) - the Dovecot community repo will (for now) not be the default when building the DMS.
+    - While Debian 12 (Bookworm) was released in June 2023 and the latest Dovecot `2.3.21` in Sep 2023, as of Jan 2024 there is no [Dovecot community repo available for Debian 12](https://repo.dovecot.org).
+    - This results in the Dovecot version being downgraded from `2.3.21` (DMS v13.3) to `2.3.19`, which [may affect functionality when you've explicitly configured for these features](https://github.com/dovecot/core/blob/30cde20f63650d8dcc4c7ad45418986f03159946/NEWS#L1-L158):
+      - OAuth2 (_mostly regarding JWT usage, or POST requests (`introspection_mode = post`) with `client_id` + `client_secret`_).
+      - Lua HTTP client (_DNS related_).
+  - Updated packages. For an overview, [we have a review comment on the PR that introduces Debian 12](https://github.com/docker-mailserver/docker-mailserver/pull/3403#issuecomment-1694563615)
+    - Notable major version bump: `openssl 3`, `clamav 1`, `spamassassin 4`, `redis-server 7`.
+    - Notable minor version bump: `postfix 3.5.23 => 3.7.9`
+    - Notable minor version bump + downgrade: `dovecot 2.3.13 => 2.3.19` (_Previous release provided `2.3.21` via community repo, `2.3.19` is now the default_)
+  - Updates to `packages.sh`:
+    - The script now uses `/etc/os-release` to determine the release name of Debian
+    - Removed custom installations of Fail2Ban, getmail6 and Rspamd
+    - Updated packages lists and added comments for maintainability
+- **Postfix:**
+  - Postfix upgrade from 3.5 to 3.7 ([#3403](https://github.com/docker-mailserver/docker-mailserver/pull/3403))
+    - `compatibility_level` was raised from `2` to `3.6`
+    - Postfix has deprecated the usage of `whitelist` / `blacklist` in config parameters and logging in favor of `allowlist` / `denylist` and similar variations. ([#3403](https://github.com/docker-mailserver/docker-mailserver/pull/3403/files#r1306356328))
+      - This [may affect monitoring / analysis of logs output from Postfix](https://www.postfix.org/COMPATIBILITY_README.html#respectful_logging) that expects to match patterns on the prior terminology used.
+      - DMS `main.cf` has renamed `postscreen_dnsbl_whitelist_threshold` to `postscreen_dnsbl_allowlist_threshold` as part of this change.
+    - `smtpd_relay_restrictions` (relay policy) is now evaluated after `smtpd_recipient_restrictions` (spam policy). Previously it was evaluated before `smtpd_recipient_restrictions`. Mail to be relayed via DMS must now pass through the spam policy first.
+    - The TLS fingerprint policy has changed the default from MD5 to SHA256 (_DMS does not modify this Postfix parameter, but may affect any user customizations that do_).
+
 ## [v13.3.1](https://github.com/docker-mailserver/docker-mailserver/releases/tag/v13.3.1)
 
 ### Fixes
diff --git a/Dockerfile b/Dockerfile
index e822632a..b8bf89bc 100644
--- a/Dockerfile
+++ b/Dockerfile
@@ -4,10 +4,10 @@
 # This is in preparation for more granular stages (eg ClamAV and Fail2Ban split into their own)
 
 ARG DEBIAN_FRONTEND=noninteractive
-ARG DOVECOT_COMMUNITY_REPO=1
+ARG DOVECOT_COMMUNITY_REPO=0
 ARG LOG_LEVEL=trace
 
-FROM docker.io/debian:11-slim AS stage-base
+FROM docker.io/debian:12-slim AS stage-base
 
 ARG DEBIAN_FRONTEND
 ARG DOVECOT_COMMUNITY_REPO
@@ -30,8 +30,6 @@ COPY target/scripts/helpers/log.sh /usr/local/bin/helpers/log.sh
 
 RUN /bin/bash /build/packages.sh && rm -r /build
 
-
-
 # -----------------------------------------------
 # --- Compile deb packages ----------------------
 # -----------------------------------------------
@@ -130,7 +128,8 @@ COPY \
 
 # hadolint ignore=SC2016
 RUN <<EOF
-  sedfile -i -r 's/^(CRON)=0/\1=1/g' /etc/default/spamassassin
+  # ref: https://github.com/docker-mailserver/docker-mailserver/pull/3403#discussion_r1306282387
+  echo 'CRON=1' >/etc/default/spamassassin
   sedfile -i -r 's/^\$INIT restart/supervisorctl restart amavis/g' /etc/spamassassin/sa-update-hooks.d/amavisd-new
   mkdir /etc/spamassassin/kam/
   curl -sSfLo /etc/spamassassin/kam/kam.sa-channels.mcgrail.com.key https://mcgrail.com/downloads/kam.sa-channels.mcgrail.com.key
@@ -189,7 +188,6 @@ RUN <<EOF
   ln -sf /var/log/mail/fail2ban.log /var/log/fail2ban.log
   # disable sshd jail
   rm /etc/fail2ban/jail.d/defaults-debian.conf
-  mkdir /var/run/fail2ban
 EOF
 
 COPY target/opendkim/opendkim.conf /etc/opendkim.conf
@@ -266,8 +264,9 @@ RUN <<EOF
   sedfile -i -e 's/^\(POLICYHELPER=\).*/\1/' /usr/sbin/invoke-rc.d
   # prevent syslog warning about imklog permissions
   sedfile -i -e 's/^module(load=\"imklog\")/#module(load=\"imklog\")/' /etc/rsyslog.conf
-  # prevent email when /sbin/init or init system is not existing
-  sedfile -i -e 's|invoke-rc.d rsyslog rotate > /dev/null|/usr/bin/supervisorctl signal hup rsyslog >/dev/null|g' /usr/lib/rsyslog/rsyslog-rotate
+  # this change is for our alternative process manager rather than part of
+  # a fix related to the change preceding it.
+  echo -e '\n/usr/bin/supervisorctl signal hup rsyslog >/dev/null' >>/usr/lib/rsyslog/rsyslog-rotate
 EOF
 
 # -----------------------------------------------
diff --git a/target/bin/debug-getmail b/target/bin/debug-getmail
index c007ebd2..27834475 100644
--- a/target/bin/debug-getmail
+++ b/target/bin/debug-getmail
@@ -15,5 +15,5 @@ else
 fi
 
 for FILE in /etc/getmailrc.d/getmailrc*; do
-  /usr/local/bin/getmail --getmaildir "${GETMAILDIR}" --rcfile "${FILE}" --dump | tail -n +7
+  getmail --getmaildir "${GETMAILDIR}" --rcfile "${FILE}" --dump | tail -n +6
 done
diff --git a/target/bin/getmail-cron b/target/bin/getmail-cron
index 8f31e3b1..8e1e4749 100644
--- a/target/bin/getmail-cron
+++ b/target/bin/getmail-cron
@@ -2,6 +2,6 @@
 
 for FILE in /etc/getmailrc.d/getmailrc*; do
   if ! pgrep -f "${FILE}$" &>/dev/null; then
-    /usr/local/bin/getmail --getmaildir /var/lib/getmail --rcfile "${FILE}"
+    getmail --getmaildir /var/lib/getmail --rcfile "${FILE}"
   fi
 done
diff --git a/target/postfix/main.cf b/target/postfix/main.cf
index 8c1d4c89..a0d805cc 100644
--- a/target/postfix/main.cf
+++ b/target/postfix/main.cf
@@ -86,7 +86,7 @@ postscreen_dnsbl_sites =
     list.dnswl.org=127.0.[0..255].1*-3
     list.dnswl.org=127.0.[0..255].[2..3]*-4
 postscreen_dnsbl_threshold = 3
-postscreen_dnsbl_whitelist_threshold = -1
+postscreen_dnsbl_allowlist_threshold = -1
 postscreen_greet_action = enforce
 postscreen_bare_newline_action = enforce
 
@@ -121,7 +121,4 @@ smtp_header_checks = pcre:/etc/postfix/maps/sender_header_filter.pcre
 # http://www.postfix.org/COMPATIBILITY_README.html
 # If backwards-compaitibilty log messages appear, fix them by explicitly adding
 # the legacy or new default value (alternatively raise the compatibility_level)
-#
-# TODO: The next compatibility_level is 3.6, when Postfix 3.6 is available consider
-# bumping this value after taking the compaitibilty changes into account.
-compatibility_level = 2
+compatibility_level = 3.6
diff --git a/target/scripts/build/compile.sh b/target/scripts/build/compile.sh
index a7010ba5..56feea72 100644
--- a/target/scripts/build/compile.sh
+++ b/target/scripts/build/compile.sh
@@ -17,7 +17,7 @@ function _compile_dovecot_fts_xapian() {
   tar xzvf dovecot-fts-xapian.tar.gz
   cd fts-xapian-1.5.5
   USER=root dh_make -p dovecot-fts-xapian-1.5.5 --single --native --copyright gpl2 -y
-  rm debian/*.ex debian/*.EX
+  rm debian/*.ex
   cp PACKAGES/DEB/control debian/
   cp PACKAGES/DEB/changelog debian/
   cp PACKAGES/DEB/compat debian/
diff --git a/target/scripts/build/packages.sh b/target/scripts/build/packages.sh
index e57cfe07..24dae8a7 100644
--- a/target/scripts/build/packages.sh
+++ b/target/scripts/build/packages.sh
@@ -1,10 +1,13 @@
 #!/bin/bash
 
-# -eE :: exit on error (do this in functions as well)
-# -u  :: show (and exit) when using unset variables
+# -e          :: exit on error (do this in functions as well)
+# -E          :: inherit the ERR trap to functions, command substitutions and sub-shells
+# -u          :: show (and exit) when using unset variables
 # -o pipefail :: exit on error in pipes
 set -eE -u -o pipefail
 
+VERSION_CODENAME='bookworm'
+
 # shellcheck source=../helpers/log.sh
 source /usr/local/bin/helpers/log.sh
 
@@ -17,17 +20,38 @@ function _pre_installation_steps() {
   _log 'trace' 'Updating package signatures'
   apt-get "${QUIET}" update
 
-  _log 'trace' 'Installing packages that are needed early'
-  apt-get "${QUIET}" install --no-install-recommends apt-utils 2>/dev/null
-
   _log 'trace' 'Upgrading packages'
   apt-get "${QUIET}" upgrade
+
+  _log 'trace' 'Installing packages that are needed early'
+  # add packages usually required by apt to
+  # - not log unnecessary warnings
+  # - be able to add PPAs early (e.g., Rspamd)
+  local EARLY_PACKAGES=(
+    apt-utils # avoid useless warnings
+    apt-transport-https ca-certificates curl gnupg # required for adding PPAs
+    systemd-standalone-sysusers # avoid problems with SA / Amavis (https://github.com/docker-mailserver/docker-mailserver/pull/3403#pullrequestreview-1596689953)
+  )
+  apt-get "${QUIET}" install --no-install-recommends "${EARLY_PACKAGES[@]}" 2>/dev/null
+}
+
+function _install_utils() {
+  _log 'debug' 'Installing utils sourced from Github'
+  _log 'trace' 'Installing jaq'
+  curl -sSfL "https://github.com/01mf02/jaq/releases/latest/download/jaq-v1.2.0-$(uname -m)-unknown-linux-gnu" -o /usr/bin/jaq && chmod +x /usr/bin/jaq
+
+  _log 'trace' 'Installing swaks'
+  local SWAKS_VERSION='20240103.0'
+  local SWAKS_RELEASE="swaks-${SWAKS_VERSION}"
+  curl -sSfL "https://github.com/jetmore/swaks/releases/download/v${SWAKS_VERSION}/${SWAKS_RELEASE}.tar.gz" | tar -xz
+  mv "${SWAKS_RELEASE}/swaks" /usr/local/bin
+  rm -r "${SWAKS_RELEASE}"
 }
 
 function _install_postfix() {
   _log 'debug' 'Installing Postfix'
 
-  _log 'warn' 'Applying workaround for Postfix bug (see https://github.com//issues/2023#issuecomment-855326403)'
+  _log 'warn' 'Applying workaround for Postfix bug (see https://github.com/docker-mailserver/docker-mailserver/issues/2023#issuecomment-855326403)'
 
   # Debians postfix package has a post-install script that expects a valid FQDN hostname to work:
   mv /bin/hostname /bin/hostname.bak
@@ -43,12 +67,17 @@ function _install_postfix() {
 function _install_packages() {
   _log 'debug' 'Installing all packages now'
 
-  ANTI_VIRUS_SPAM_PACKAGES=(
-    amavisd-new clamav clamav-daemon
-    pyzor razor spamassassin
+  local ANTI_VIRUS_SPAM_PACKAGES=(
+    clamav clamav-daemon
+    # spamassassin is used only with amavisd-new, while pyzor + razor are used by spamassasin
+    amavisd-new spamassassin pyzor razor
+    # the following packages are all for Fail2Ban
+    # https://github.com/docker-mailserver/docker-mailserver/pull/3403#discussion_r1306581431
+    fail2ban python3-pyinotify python3-dnspython
   )
 
-  CODECS_PACKAGES=(
+  # predominantly for Amavis support
+  local CODECS_PACKAGES=(
     altermime arj bzip2
     cabextract cpio file
     gzip lhasa liblz4-tool
@@ -57,26 +86,33 @@ function _install_packages() {
     unrar-free unzip xz-utils
   )
 
-  MISCELLANEOUS_PACKAGES=(
-    apt-transport-https binutils bsd-mailx
-    ca-certificates curl dbconfig-no-thanks
-    dumb-init gnupg iproute2 libdate-manip-perl
-    libldap-common libmail-spf-perl
-    libnet-dns-perl locales logwatch
-    netcat-openbsd nftables rsyslog
-    supervisor uuid whois
+  local MISCELLANEOUS_PACKAGES=(
+    binutils bsd-mailx
+    dbconfig-no-thanks dumb-init iproute2
+    libdate-manip-perl libldap-common libmail-spf-perl libnet-dns-perl
+    locales logwatch netcat-openbsd
+    nftables # primarily for Fail2Ban
+    rsyslog supervisor
+    uuid # used for file-locking
+    whois
   )
 
-  POSTFIX_PACKAGES=(
+  local POSTFIX_PACKAGES=(
     pflogsumm postgrey postfix-ldap postfix-mta-sts-resolver
     postfix-pcre postfix-policyd-spf-python postsrsd
   )
 
-  MAIL_PROGRAMS_PACKAGES=(
-    fetchmail opendkim opendkim-tools
+  local MAIL_PROGRAMS_PACKAGES=(
+    opendkim opendkim-tools
     opendmarc libsasl2-modules sasl2-bin
   )
 
+  # These packages support community contributed features.
+  # If they cause too much maintenance burden in future, they are liable for removal.
+  local COMMUNITY_PACKAGES=(
+    fetchmail getmail6
+  )
+
   # `bind9-dnsutils` provides the `dig` command
   # `iputils-ping` provides the `ping` command
   DEBUG_PACKAGES=(
@@ -89,14 +125,12 @@ function _install_packages() {
     "${MISCELLANEOUS_PACKAGES[@]}" \
     "${POSTFIX_PACKAGES[@]}" \
     "${MAIL_PROGRAMS_PACKAGES[@]}" \
-    "${DEBUG_PACKAGES[@]}"
+    "${DEBUG_PACKAGES[@]}" \
+    "${COMMUNITY_PACKAGES[@]}"
 }
 
 function _install_dovecot() {
-  declare -a DOVECOT_PACKAGES
-
-  # Dovecot packages for officially supported features.
-  DOVECOT_PACKAGES=(
+  local DOVECOT_PACKAGES=(
     dovecot-core dovecot-imapd
     dovecot-ldap dovecot-lmtpd dovecot-managesieved
     dovecot-pop3d dovecot-sieve dovecot-solr
@@ -111,7 +145,8 @@ function _install_dovecot() {
     _log 'trace' 'Using Dovecot community repository'
     curl https://repo.dovecot.org/DOVECOT-REPO-GPG | gpg --import
     gpg --export ED409DA1 > /etc/apt/trusted.gpg.d/dovecot.gpg
-    echo "deb https://repo.dovecot.org/ce-2.3-latest/debian/bullseye bullseye main" > /etc/apt/sources.list.d/dovecot.list
+    # VERSION_CODENAME sourced from /etc/os-release
+    echo "deb https://repo.dovecot.org/ce-2.3-latest/debian/${VERSION_CODENAME} ${VERSION_CODENAME} main" > /etc/apt/sources.list.d/dovecot.list
 
     _log 'trace' 'Updating Dovecot package signatures'
     apt-get "${QUIET}" update
@@ -128,47 +163,31 @@ function _install_dovecot() {
 }
 
 function _install_rspamd() {
-  _log 'trace' 'Adding Rspamd package signatures'
-  local DEB_FILE='/etc/apt/sources.list.d/rspamd.list'
-
-  curl -sSfL https://rspamd.com/apt-stable/gpg.key | gpg --dearmor >/etc/apt/trusted.gpg.d/rspamd.gpg
-  local URL='[signed-by=/etc/apt/trusted.gpg.d/rspamd.gpg] http://rspamd.com/apt-stable/ bullseye main'
-  echo "deb ${URL}" >"${DEB_FILE}"
-
   _log 'debug' 'Installing Rspamd'
+  _log 'trace' 'Adding Rspamd PPA'
+  curl -sSfL https://rspamd.com/apt-stable/gpg.key | gpg --dearmor >/etc/apt/trusted.gpg.d/rspamd.gpg
+  echo \
+    "deb [signed-by=/etc/apt/trusted.gpg.d/rspamd.gpg] http://rspamd.com/apt-stable/ ${VERSION_CODENAME} main" \
+    >/etc/apt/sources.list.d/rspamd.list
+
+  _log 'trace' 'Updating package index after adding PPAs'
   apt-get "${QUIET}" update
-  apt-get "${QUIET}" --no-install-recommends install 'rspamd' 'redis-server'
+
+  _log 'trace' 'Installing actual package'
+  apt-get "${QUIET}" install rspamd redis-server
 }
 
-function _install_fail2ban() {
-  local FAIL2BAN_DEB_URL='https://github.com/fail2ban/fail2ban/releases/download/1.0.2/fail2ban_1.0.2-1.upstream1_all.deb'
-  local FAIL2BAN_DEB_ASC_URL="${FAIL2BAN_DEB_URL}.asc"
-  local FAIL2BAN_GPG_FINGERPRINT='8738 559E 26F6 71DF 9E2C  6D9E 683B F1BE BD0A 882C'
-  local FAIL2BAN_GPG_PUBLIC_KEY_ID='0x683BF1BEBD0A882C'
-  local FAIL2BAN_GPG_PUBLIC_KEY_SERVER='hkps://keyserver.ubuntu.com'
+function _post_installation_steps() {
+  _log 'debug' 'Running post-installation steps (cleanup)'
+  _log 'debug' 'Deleting sensitive files (secrets)'
+  rm /etc/postsrsd.secret
 
-  _log 'debug' 'Installing Fail2ban'
-  apt-get "${QUIET}" --no-install-recommends install python3-pyinotify python3-dnspython
+  _log 'debug' 'Deleting default logwatch cronjob'
+  rm /etc/cron.daily/00logwatch
 
-  gpg --keyserver "${FAIL2BAN_GPG_PUBLIC_KEY_SERVER}" --recv-keys "${FAIL2BAN_GPG_PUBLIC_KEY_ID}" 2>&1
-
-  curl -Lkso fail2ban.deb "${FAIL2BAN_DEB_URL}"
-  curl -Lkso fail2ban.deb.asc "${FAIL2BAN_DEB_ASC_URL}"
-
-  FINGERPRINT=$(LANG=C gpg --verify fail2ban.deb.asc fail2ban.deb |& sed -n 's#Primary key fingerprint: \(.*\)#\1#p')
-
-  if [[ -z ${FINGERPRINT} ]]; then
-    echo 'ERROR: Invalid GPG signature!' >&2
-    exit 1
-  fi
-
-  if [[ ${FINGERPRINT} != "${FAIL2BAN_GPG_FINGERPRINT}" ]]; then
-    echo "ERROR: Wrong GPG fingerprint!" >&2
-    exit 1
-  fi
-
-  dpkg -i fail2ban.deb 2>&1
-  rm fail2ban.deb fail2ban.deb.asc
+  _log 'trace' 'Removing leftovers from APT'
+  apt-get "${QUIET}" clean
+  rm -rf /var/lib/apt/lists/*
 
   _log 'debug' 'Patching Fail2ban to enable network bans'
   # Enable network bans
@@ -176,56 +195,10 @@ function _install_fail2ban() {
   sedfile -i -r 's/^_nft_add_set = .+/_nft_add_set = <nftables> add set <table_family> <table> <addr_set> \\{ type <addr_type>\\; flags interval\\; \\}/' /etc/fail2ban/action.d/nftables.conf
 }
 
-# Presently the getmail6 package is v6.14, which is too old.
-# v6.18 contains fixes for Google and Microsoft OAuth support.
-# using pip to install getmail.
-# TODO This can be removed when the base image is updated to Debian 12 (Bookworm)
-function _install_getmail() {
-  _log 'debug' 'Installing getmail6'
-  apt-get "${QUIET}" --no-install-recommends install python3-pip
-  pip3 install --no-cache-dir 'getmail6~=6.18.12'
-  ln -s /usr/local/bin/getmail /usr/bin/getmail
-  ln -s /usr/local/bin/getmail-gmail-xoauth-tokens /usr/bin/getmail-gmail-xoauth-tokens
-  apt-get "${QUIET}" purge python3-pip
-  apt-get "${QUIET}" autoremove
-}
-
-function _install_utils() {
-  _log 'debug' 'Installing utils sourced from Github'
-  _log 'trace' 'Installing jaq'
-  curl -sL "https://github.com/01mf02/jaq/releases/latest/download/jaq-v1.2.0-$(uname -m)-unknown-linux-gnu" -o /usr/bin/jaq && chmod +x /usr/bin/jaq
-
-  _log 'trace' 'Installing swaks'
-  local SWAKS_VERSION='20240103.0'
-  local SWAKS_RELEASE="swaks-${SWAKS_VERSION}"
-  curl -sSfL "https://github.com/jetmore/swaks/releases/download/v${SWAKS_VERSION}/${SWAKS_RELEASE}.tar.gz" | tar -xz
-  mv "${SWAKS_RELEASE}/swaks" /usr/local/bin
-  rm -r "${SWAKS_RELEASE}"
-}
-
-function _remove_data_after_package_installations() {
-  _log 'debug' 'Deleting sensitive files (secrets)'
-  rm /etc/postsrsd.secret
-
-  _log 'debug' 'Deleting default logwatch cronjob'
-  rm /etc/cron.daily/00logwatch
-}
-
-function _post_installation_steps() {
-  _log 'debug' 'Running post-installation steps (cleanup)'
-  apt-get "${QUIET}" clean
-  rm -rf /var/lib/apt/lists/*
-
-  _log 'info' 'Finished installing packages'
-}
-
 _pre_installation_steps
+_install_utils
 _install_postfix
 _install_packages
 _install_dovecot
 _install_rspamd
-_install_fail2ban
-_install_getmail
-_install_utils
-_remove_data_after_package_installations
 _post_installation_steps
diff --git a/target/scripts/check-for-changes.sh b/target/scripts/check-for-changes.sh
index 66417c09..2fa004b0 100755
--- a/target/scripts/check-for-changes.sh
+++ b/target/scripts/check-for-changes.sh
@@ -88,7 +88,7 @@ function _reload_amavis() {
   if [[ ${CHANGED} =~ ${DMS_DIR}/postfix-accounts.cf ]] || [[ ${CHANGED} =~ ${DMS_DIR}/postfix-virtual.cf ]]; then
     # /etc/postfix/vhost was updated, amavis must refresh it's config by
     # reading this file again in case of new domains, otherwise they will be ignored.
-    amavisd-new reload
+    amavisd reload
   fi
 }
 
diff --git a/target/scripts/startup/setup.d/security/misc.sh b/target/scripts/startup/setup.d/security/misc.sh
index 36d8905f..ec32a1e6 100644
--- a/target/scripts/startup/setup.d/security/misc.sh
+++ b/target/scripts/startup/setup.d/security/misc.sh
@@ -81,11 +81,6 @@ function __setup__security__spamassassin() {
     # shellcheck disable=SC2016
     sed -i -r 's|^\$sa_kill_level_deflt (.*);|\$sa_kill_level_deflt = '"${SA_KILL}"';|g' /etc/amavis/conf.d/20-debian_defaults
 
-    # fix cron.daily for spamassassin
-    sed -i \
-      's|invoke-rc.d spamassassin reload|/etc/init\.d/spamassassin reload|g' \
-      /etc/cron.daily/spamassassin
-
     if [[ ${SA_SPAM_SUBJECT} == 'undef' ]]; then
       # shellcheck disable=SC2016
       sed -i -r 's|^\$sa_spam_subject_tag (.*);|\$sa_spam_subject_tag = undef;|g' /etc/amavis/conf.d/20-debian_defaults
diff --git a/target/supervisor/conf.d/supervisor-app.conf b/target/supervisor/conf.d/supervisor-app.conf
index d64d3d72..50a7acc3 100644
--- a/target/supervisor/conf.d/supervisor-app.conf
+++ b/target/supervisor/conf.d/supervisor-app.conf
@@ -94,7 +94,7 @@ autostart=false
 autorestart=true
 stdout_logfile=/var/log/supervisor/%(program_name)s.log
 stderr_logfile=/var/log/supervisor/%(program_name)s.log
-command=/usr/sbin/amavisd-new foreground
+command=/usr/sbin/amavisd foreground
 
 [program:rspamd]
 startsecs=0
diff --git a/test/tests/parallel/set1/getmail.bats b/test/tests/parallel/set1/getmail.bats
index 4b5c528a..ca1fdf87 100644
--- a/test/tests/parallel/set1/getmail.bats
+++ b/test/tests/parallel/set1/getmail.bats
@@ -25,9 +25,9 @@ function teardown_file() { _default_teardown ; }
   assert_line 'received = false'
   assert_line 'delivered_to = false'
 
-  _run_in_container stat /usr/local/bin/debug-getmail
+  _run_in_container_bash '[[ -f /usr/local/bin/debug-getmail ]]'
   assert_success
-  _run_in_container stat /usr/local/bin/getmail-cron
+  _run_in_container_bash '[[ -f /usr/local/bin/getmail-cron ]]'
   assert_success
 }
 
diff --git a/test/tests/parallel/set1/spam_virus/amavis.bats b/test/tests/parallel/set1/spam_virus/amavis.bats
index bc920234..d7a59cb2 100644
--- a/test/tests/parallel/set1/spam_virus/amavis.bats
+++ b/test/tests/parallel/set1/spam_virus/amavis.bats
@@ -51,10 +51,8 @@ function teardown_file() {
   export CONTAINER_NAME=${CONTAINER1_NAME}
 
   # give Amavis just a bit of time to print out its full debug log
-  run _repeat_in_container_until_success_or_timeout 5 "${CONTAINER_NAME}" grep 'ANTI-SPAM-SA' /var/log/mail/mail.log
+  run _repeat_in_container_until_success_or_timeout 20 "${CONTAINER_NAME}" grep 'SpamControl: init_pre_fork on SpamAssassin done' /var/log/mail/mail.log
   assert_success
-  assert_output --partial 'loaded'
-  refute_output --partial 'NOT loaded'
 }
 
 @test '(Amavis enabled) SA ENV should update Amavis config' {
diff --git a/test/tests/parallel/set1/spam_virus/disabled_clamav_spamassassin.bats b/test/tests/parallel/set1/spam_virus/disabled_clamav_spamassassin.bats
index 5ec28396..1711950f 100644
--- a/test/tests/parallel/set1/spam_virus/disabled_clamav_spamassassin.bats
+++ b/test/tests/parallel/set1/spam_virus/disabled_clamav_spamassassin.bats
@@ -30,8 +30,12 @@ function teardown_file() { _default_teardown ; }
 }
 
 @test "SA - Amavis integration should not be active" {
-  _run_in_container_bash "grep -i 'ANTI-SPAM-SA code' /var/log/mail/mail.log | grep 'NOT loaded'"
+  # Wait until Amavis has finished initializing:
+  run _repeat_in_container_until_success_or_timeout 20 "${CONTAINER_NAME}" grep 'Deleting db files  in /var/lib/amavis/db' /var/log/mail/mail.log
   assert_success
+  # Amavis module for SA should not be loaded (`SpamControl: scanner SpamAssassin, module Amavis::SpamControl::SpamAssassin`):
+  _run_in_container grep 'scanner SpamAssassin' /var/log/mail/mail.log
+  assert_failure
 }
 
 @test "SA - should not have been called" {
diff --git a/test/tests/parallel/set1/spam_virus/postgrey_enabled.bats b/test/tests/parallel/set1/spam_virus/postgrey_enabled.bats
index 5538d3bf..2609812e 100644
--- a/test/tests/parallel/set1/spam_virus/postgrey_enabled.bats
+++ b/test/tests/parallel/set1/spam_virus/postgrey_enabled.bats
@@ -59,7 +59,7 @@ function teardown_file() { _default_teardown ; }
   _should_have_log_entry \
     'action=greylist' \
     'reason=new' \
-    'client_address=127.0.0.1/32, sender=user@external.tld, recipient=user1@localhost.localdomain'
+    'client_address=127.0.0.1, sender=user@external.tld, recipient=user1@localhost.localdomain'
 }
 
 # NOTE: This test case depends on the previous one
@@ -73,7 +73,7 @@ function teardown_file() { _default_teardown ; }
   _should_have_log_entry \
     'action=pass' \
     'reason=triplet found' \
-    'client_address=127.0.0.1/32, sender=user@external.tld, recipient=user1@localhost.localdomain'
+    'client_address=127.0.0.1, sender=user@external.tld, recipient=user1@localhost.localdomain'
 }
 
 # NOTE: These two whitelist tests use `files/nc/` instead of `files/emails`.
@@ -91,7 +91,7 @@ function teardown_file() { _default_teardown ; }
   _should_have_log_entry \
     'action=pass' \
     'reason=client whitelist' \
-    'client_address=127.0.0.1/32, sender=test@whitelist.tld, recipient=user1@localhost.localdomain'
+    'client_address=127.0.0.1, sender=test@whitelist.tld, recipient=user1@localhost.localdomain'
 }
 
 @test "should whitelist recipient 'user2@otherdomain.tld'" {
@@ -100,7 +100,7 @@ function teardown_file() { _default_teardown ; }
   _should_have_log_entry \
     'action=pass' \
     'reason=recipient whitelist' \
-    'client_address=127.0.0.1/32, sender=test@nonwhitelist.tld, recipient=user2@otherdomain.tld'
+    'client_address=127.0.0.1, sender=test@nonwhitelist.tld, recipient=user2@otherdomain.tld'
 }
 
 function _should_have_log_entry() {
diff --git a/test/tests/parallel/set1/spam_virus/rspamd_dkim.bats b/test/tests/parallel/set1/spam_virus/rspamd_dkim.bats
index 215b334d..044e38fb 100644
--- a/test/tests/parallel/set1/spam_virus/rspamd_dkim.bats
+++ b/test/tests/parallel/set1/spam_virus/rspamd_dkim.bats
@@ -222,7 +222,7 @@ function __check_rsa_keys() {
   # Check the private key matches the specification
   _run_in_container_bash "openssl rsa -in '${BASE_FILE_NAME}.private.txt' -noout -text"
   assert_success
-  assert_line --index 0 "RSA Private-Key: (${KEYSIZE} bit, 2 primes)"
+  assert_line --index 0 "Private-Key: (${KEYSIZE} bit, 2 primes)"
 
   # Check the public key matches the specification
   #
@@ -232,7 +232,7 @@ function __check_rsa_keys() {
   PUBKEY=$(_exec_in_container_bash "grep -o 'p=.*' ${BASE_FILE_NAME}.public.dns.txt")
   _run_in_container_bash "openssl enc -base64 -d <<< ${PUBKEY#p=} | openssl pkey -inform DER -pubin -noout -text"
   assert_success
-  assert_line --index 0 "RSA Public-Key: (${KEYSIZE} bit)"
+  assert_line --index 0 "Public-Key: (${KEYSIZE} bit)"
 }
 
 # Verify that all DKIM key files are present.
diff --git a/test/tests/parallel/set3/container_configuration/process_check_restart.bats b/test/tests/parallel/set3/container_configuration/process_check_restart.bats
index 0a54a60f..4f0fd90f 100644
--- a/test/tests/parallel/set3/container_configuration/process_check_restart.bats
+++ b/test/tests/parallel/set3/container_configuration/process_check_restart.bats
@@ -13,7 +13,7 @@ function teardown() { _default_teardown ; }
 # opendmarc (/usr/sbin/opendmarc)
 # postfix (/usr/lib/postfix/sbin/master) - Postfix main process (two ancestors, launched via pidproxy python3 script)
 #
-# amavisd-new (usr/sbin/amavisd-new)
+# amavisd (usr/sbin/amavisd)
 # clamd (/usr/sbin/clamd)
 # dovecot (/usr/sbin/dovecot)
 # fetchmail (/usr/bin/fetchmail)
@@ -37,7 +37,7 @@ CORE_PROCESS_LIST=(
 # These processes can be toggled via ENV:
 # NOTE: clamd handled in separate test case
 ENV_PROCESS_LIST=(
-  amavisd-new
+  amavisd
   dovecot
   fail2ban-server
   fetchmail
diff --git a/test/tests/serial/mail_with_oauth2.bats b/test/tests/serial/mail_with_oauth2.bats
index 9b4d12fe..8da87980 100644
--- a/test/tests/serial/mail_with_oauth2.bats
+++ b/test/tests/serial/mail_with_oauth2.bats
@@ -59,6 +59,10 @@ function teardown_file() {
 }
 
 @test "should authenticate with XOAUTH2" {
+  # curl packaged in Debian 12 (and the latest release as of Jan 2024) broke XOAUTH2 support
+  # https://github.com/docker-mailserver/docker-mailserver/pull/3403#issuecomment-1907100624
+  skip 'unable to test XOAUTH mechanism due to bug since curl 7.80'
+
   __should_login_successfully_with 'XOAUTH2'
 }
 
diff --git a/test/tests/serial/open_dkim.bats b/test/tests/serial/open_dkim.bats
index b4950d1f..e51fdedb 100644
--- a/test/tests/serial/open_dkim.bats
+++ b/test/tests/serial/open_dkim.bats
@@ -226,7 +226,7 @@ function __should_have_expected_files() {
   # DKIM private key for signing, parse it to verify private key size is correct:
   _run_in_container_bash "openssl rsa -in '${TARGET_DIR}/mail.private' -noout -text"
   assert_success
-  assert_line --index 0 "RSA Private-Key: (${EXPECTED_KEYSIZE} bit, 2 primes)"
+  assert_line --index 0 "Private-Key: (${EXPECTED_KEYSIZE} bit, 2 primes)"
 
   # DKIM record, extract public key (base64 encoded, potentially multi-line)
   # - tail to exclude first line,
@@ -240,7 +240,7 @@ function __should_have_expected_files() {
   ) | openssl enc -base64 -d | openssl pkey -inform DER -pubin -noout -text
   "
   assert_success
-  assert_line --index 0 "RSA Public-Key: (${EXPECTED_KEYSIZE} bit)"
+  assert_line --index 0 "Public-Key: (${EXPECTED_KEYSIZE} bit)"
 
   # Contents is for expected DKIM_DOMAIN and selector (mail):
   _run_in_container cat "${TARGET_DIR}/mail.txt"