diff --git a/image/base/Dockerfile b/image/base/Dockerfile
index e6fc3429e..1409973c5 100644
--- a/image/base/Dockerfile
+++ b/image/base/Dockerfile
@@ -1,7 +1,7 @@
 # NAME:     discourse/base
 # VERSION:  release
 
-ARG DEBIAN_RELEASE=bookworm
+ARG DEBIAN_RELEASE=trixie
 ARG RUBY_VERSION=3.4.8
 ARG FROM_DOCKER_IMAGE_TAG=${RUBY_VERSION}-${DEBIAN_RELEASE}-slim
 
@@ -9,28 +9,20 @@ FROM discourse/ruby:${FROM_DOCKER_IMAGE_TAG} AS builder
 ARG DEBIAN_RELEASE
 ENV DEBIAN_RELEASE=${DEBIAN_RELEASE}
 RUN echo "deb http://deb.debian.org/debian ${DEBIAN_RELEASE}-backports main" > "/etc/apt/sources.list.d/${DEBIAN_RELEASE}-backports.list"
-RUN apt update && \
+RUN apt update &&\
 DEBIAN_FRONTEND=noninteractive apt-get -y install wget \
     autoconf build-essential \
     git \
     cmake \
     gnupg \
-    libpcre3-dev \
-    libfreetype6-dev \
+    libpcre2-dev \
+    libfreetype-dev \
     libbrotli-dev
 
 FROM builder AS imagemagick_builder
 ADD install-imagemagick /tmp/install-imagemagick
 RUN /tmp/install-imagemagick
 
-FROM builder AS nginx_builder
-# From https://nginx.org/en/pgp_keys.html
-ADD nginx_public_keys.key /tmp/nginx_public_keys.key
-ADD install-nginx /tmp/install-nginx
-RUN gpg --import /tmp/nginx_public_keys.key &&\
-    rm /tmp/nginx_public_keys.key &&\
-    /tmp/install-nginx
-
 FROM discourse/ruby:${FROM_DOCKER_IMAGE_TAG} AS discourse_dependencies
 
 ARG DEBIAN_RELEASE
@@ -55,13 +47,13 @@ RUN echo 2.0.`date +%Y%m%d` > /VERSION
 RUN echo "deb http://deb.debian.org/debian ${DEBIAN_RELEASE}-backports main" > "/etc/apt/sources.list.d/${DEBIAN_RELEASE}-backports.list"
 
 RUN --mount=type=tmpfs,target=/var/log \
-    echo "debconf debconf/frontend select Teletype" | debconf-set-selections; \
+    echo "debconf debconf/frontend select Teletype" | debconf-set-selections &&\
     apt-get -y update && DEBIAN_FRONTEND=noninteractive apt-get -y install gnupg sudo curl fping locales \
     ca-certificates rsync \
     cmake g++ pkg-config patch \
     libxslt-dev libcurl4-openssl-dev \
     libssl-dev libyaml-dev libtool \
-    libpcre3 libpcre3-dev zlib1g zlib1g-dev \
+    libpcre2-8-0 libpcre2-dev zlib1g zlib1g-dev \
     libxml2-dev gawk parallel \
     libreadline-dev anacron wget \
     psmisc whois brotli libunwind-dev \
@@ -70,43 +62,45 @@ RUN --mount=type=tmpfs,target=/var/log \
 # imagemagick runtime dependencies
     ghostscript libjbig0 libtiff6 libpng16-16 libfontconfig1 \
     libwebpdemux2 libwebpmux3 libxext6 librsvg2-2 libgomp1 \
-    fonts-urw-base35 libheif1/${DEBIAN_RELEASE}-backports \
+    fonts-urw-base35 libheif1 \
 # nginx runtime dependencies \
-    nginx-common && \
+    nginx-common &&\
 # install these without recommends to avoid pulling in e.g.
 # X11 libraries, mailutils
-    DEBIAN_FRONTEND=noninteractive apt-get -y install --no-install-recommends git rsyslog logrotate cron ssh-client less; \
+    DEBIAN_FRONTEND=noninteractive apt-get -y install --no-install-recommends git rsyslog logrotate cron ssh-client less &&\
 # postgres packages
     install -d /usr/share/postgresql-common/pgdg &&\
     curl -o /usr/share/postgresql-common/pgdg/apt.postgresql.org.asc --fail https://www.postgresql.org/media/keys/ACCC4CF8.asc &&\
-    echo "deb [signed-by=/usr/share/postgresql-common/pgdg/apt.postgresql.org.asc] https://apt.postgresql.org/pub/repos/apt ${DEBIAN_RELEASE}-pgdg main" > /etc/apt/sources.list.d/pgdg.list; \
-# yarn packages
-    curl -sS https://dl.yarnpkg.com/debian/pubkey.gpg | apt-key add -; \
-    echo "deb https://dl.yarnpkg.com/debian/ stable main" > /etc/apt/sources.list.d/yarn.list; \
+    echo "deb [signed-by=/usr/share/postgresql-common/pgdg/apt.postgresql.org.asc] https://apt.postgresql.org/pub/repos/apt ${DEBIAN_RELEASE}-pgdg main" > /etc/apt/sources.list.d/pgdg.list &&\
 # node packages
-    curl --silent --location https://deb.nodesource.com/setup_22.x | sudo bash -; \
+    curl --silent --location https://deb.nodesource.com/setup_22.x | sudo bash - &&\
 # setup anacron, rsyslog, initctl
-    sed -i -e 's/start -q anacron/anacron -s/' /etc/cron.d/anacron; \
-    sed -i.bak 's/$ModLoad imklog/#$ModLoad imklog/' /etc/rsyslog.conf; \
-    sed -i.bak 's/module(load="imklog")/#module(load="imklog")/' /etc/rsyslog.conf; \
-    dpkg-divert --local --rename --add /sbin/initctl; \
-    sh -c "test -f /sbin/initctl || ln -s /bin/true /sbin/initctl"; \
+    sed -i -e 's/start -q anacron/anacron -s/' /etc/cron.d/anacron &&\
+    sed -i.bak 's/$ModLoad imklog/#$ModLoad imklog/' /etc/rsyslog.conf &&\
+    sed -i.bak 's/module(load="imklog")/#module(load="imklog")/' /etc/rsyslog.conf &&\
+    dpkg-divert --local --rename --add /sbin/initctl &&\
+    sh -c "test -f /sbin/initctl || ln -s /bin/true /sbin/initctl" &&\
     apt-get -y update && DEBIAN_FRONTEND=noninteractive apt-get -y install runit socat \
     libpq-dev postgresql-client-${PG_MAJOR} \
-    nodejs yarn &&\
+    nodejs &&\
     mkdir -p /etc/runit/1.d
 
+# nginx
+RUN apt update &&\
+    DEBIAN_FRONTEND=noninteractive apt-get -y install \
+    nginx-light \
+    libnginx-mod-http-brotli-filter \
+    libnginx-mod-http-brotli-static
+
 ENV LC_ALL=en_US.UTF-8
 ENV LANG=en_US.UTF-8
 ENV LANGUAGE=en_US.UTF-8
-RUN sed -i "s/^# $LANG/$LANG/" /etc/locale.gen; \
+RUN sed -i "s/^# $LANG/$LANG/" /etc/locale.gen &&\
     locale-gen
 
 RUN --mount=type=tmpfs,target=/root/.npm \
     npm install -g pnpm@10
 
-COPY --from=nginx_builder /usr/sbin/nginx /usr/sbin
-
 # Copy binary and configuration files for magick
 COPY --from=imagemagick_builder /usr/local/bin/magick /usr/local/bin/magick
 COPY --from=imagemagick_builder /usr/local/etc/ImageMagick-7 /usr/local/etc/ImageMagick-7
diff --git a/image/base/install-imagemagick b/image/base/install-imagemagick
index e2205128f..02ae7ef76 100755
--- a/image/base/install-imagemagick
+++ b/image/base/install-imagemagick
@@ -16,16 +16,8 @@ apt -y -q install git make gcc pkg-config autoconf curl g++ yasm cmake \
     libde265-0 libde265-dev ${LIBJPEGTURBO} libwebp7 x265 libx265-dev libtool \
     libpng16-16 libpng-dev libwebp-dev libgomp1 libaom-dev \
     libwebpmux3 libwebpdemux2 ghostscript libxml2-dev libxml2-utils librsvg2-dev \
-    libltdl7-dev libbz2-dev gsfonts libtiff-dev libfreetype6-dev libjpeg-dev
-
-if cat /etc/issue | grep -qi Debian; then
-  # Get VERSION_CODENAME
-  . /etc/os-release
-  # Use backports
-  apt -y -q install libheif1/$VERSION_CODENAME-backports libheif-dev/$VERSION_CODENAME-backports
-else
-  apt -y -q install libheif1 libheif-dev
-fi
+    libltdl-dev libbz2-dev gsfonts libtiff-dev libfreetype-dev libjpeg-dev \
+    libheif1 libheif-dev
 
 mkdir -p $WDIR
 cd $WDIR
diff --git a/image/base/nginx_public_keys.key b/image/base/nginx_public_keys.key
deleted file mode 100644
index bcb9cf0d7..000000000
--- a/image/base/nginx_public_keys.key
+++ /dev/null
@@ -1,374 +0,0 @@
-# Roman Arutyunyan’s PGP public key: https://nginx.org/keys/arut.key
------BEGIN PGP PUBLIC KEY BLOCK-----
-
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-OanK13emeD6rHOp8wEWA1/PA1JoAC5suS/uIgPWa5ujLaViJ9pW6ohfzMqOtLABF
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-kZv2zEcTtzlAYNEumy8KrJzICmPLS7BEC8w=
-=ilJ3
------END PGP PUBLIC KEY BLOCK-----
-
-# Sergey Kandaurov’s PGP public key: https://nginx.org/keys/pluknet.key
------BEGIN PGP PUBLIC KEY BLOCK-----
-
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-x0VGHDmuaYQ=
-=HmVo
------END PGP PUBLIC KEY BLOCK-----
-
-# Sergey Budnevitch’s PGP public key: https://nginx.org/keys/sb.key
------BEGIN PGP PUBLIC KEY BLOCK-----
-Version: GnuPG v1.4.11 (FreeBSD)
-
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-=iFlP
------END PGP PUBLIC KEY BLOCK-----
-
-# Konstantin Pavlov’s PGP public key: https://nginx.org/keys/thresh.key
------BEGIN PGP PUBLIC KEY BLOCK-----
-
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------END PGP PUBLIC KEY BLOCK-----
\ No newline at end of file
diff --git a/image/discourse_test/Dockerfile b/image/discourse_test/Dockerfile
index c5c4de797..f2a87adae 100644
--- a/image/discourse_test/Dockerfile
+++ b/image/discourse_test/Dockerfile
@@ -1,10 +1,10 @@
 ARG from_tag=build
 
 FROM discourse/base:$from_tag AS base
-ENV RAILS_ENV test
+ENV RAILS_ENV=test
 
 WORKDIR /var/www/discourse
-ENV LANG en_US.UTF-8
+ENV LANG=en_US.UTF-8
 
 # configure Git to suppress warnings
 RUN sudo -E -u discourse -H git config --global user.email "you@example.com" &&\
@@ -23,11 +23,11 @@ RUN chown -R discourse . &&\
 
 FROM base AS with_browsers
 
-ENV TESTEM_DEFAULT_BROWSER Chrome
+ENV TESTEM_DEFAULT_BROWSER=Chrome
 ADD install-chrome /tmp/install-chrome
 RUN /tmp/install-chrome &&\
     apt update &&\
-    apt install -y libgconf-2-4 libxss1 firefox-esr &&\
+    apt install -y libxss1 firefox-esr &&\
     cd /tmp && wget -q "https://download.mozilla.org/?product=firefox-latest-ssl&os=linux64&lang=en-US" -O firefox.tar.xz &&\
     tar xJvf firefox.tar.xz && mv /tmp/firefox /opt/firefox-evergreen &&\
     apt clean &&\
diff --git a/image/discourse_test/install-chrome b/image/discourse_test/install-chrome
index 5b9127771..b515b5416 100755
--- a/image/discourse_test/install-chrome
+++ b/image/discourse_test/install-chrome
@@ -7,8 +7,8 @@ set -e
 if [ "$(dpkg --print-architecture)" = "arm64" ]; then
   apt update && apt install -y chromium-driver
 else
-  wget -q -O - https://dl-ssl.google.com/linux/linux_signing_key.pub | sudo apt-key add - &&\
-    echo "deb [arch=amd64] http://dl.google.com/linux/chrome/deb/ stable main" >> /etc/apt/sources.list.d/google.list &&\
+  wget -q -O - https://dl-ssl.google.com/linux/linux_signing_key.pub | gpg --dearmor --output /usr/share/keyrings/google-chrome.gpg &&\
+    echo "deb [signed-by=/usr/share/keyrings/google-chrome.gpg arch=amd64] http://dl.google.com/linux/chrome/deb/ stable main" > /etc/apt/sources.list.d/google-chrome.list &&\
     apt update &&\
     apt install -y google-chrome-stable
 fi
diff --git a/templates/import/chrome-dep.template.yml b/templates/import/chrome-dep.template.yml
index 31f1ee4f7..05d374845 100644
--- a/templates/import/chrome-dep.template.yml
+++ b/templates/import/chrome-dep.template.yml
@@ -5,6 +5,6 @@ hooks:
   - exec:
       cd: /tmp
       cmd:
-      - curl -sS -o - https://dl-ssl.google.com/linux/linux_signing_key.pub | apt-key add
-      - echo "deb [arch=amd64]  http://dl.google.com/linux/chrome/deb/ stable main" >> /etc/apt/sources.list.d/google-chrome.list
+      - wget -q -O - https://dl-ssl.google.com/linux/linux_signing_key.pub | gpg --dearmor --output /usr/share/keyrings/google-chrome.gpg
+      - echo "deb [signed-by=/usr/share/keyrings/google-chrome.gpg arch=amd64] http://dl.google.com/linux/chrome/deb/ stable main" > /etc/apt/sources.list.d/google-chrome.list
       - apt-get update && DEBIAN_FRONTEND=noninteractive apt-get install -y google-chrome-stable
\ No newline at end of file