diff --git a/docker/Dockerfile b/docker/Dockerfile
index 153e7538..2647a777 100644
--- a/docker/Dockerfile
+++ b/docker/Dockerfile
@@ -1,26 +1,58 @@
-FROM alpine:3.18 AS apkeep-download
+FROM rust:1.75.0-slim-bookworm AS apkeep-build
 
 ENV APKEEP_VERSION=0.15.0
+ENV OPENSSL_VERSION=1.1.1w
 
-RUN wget https://github.com/EFForg/apkeep/releases/download/${APKEEP_VERSION}/apkeep-x86_64-unknown-linux-gnu -q -O /tmp/apkeep \
-  && chmod +x /tmp/apkeep
+# Workaround to build Apkeep (see https://github.com/Exodus-Privacy/exodus/issues/598)
 
-FROM python:3.9-slim-bullseye
+RUN apt-get update && apt-get install --no-install-recommends -y \
+  build-essential=12.* \
+  ca-certificates=202* \
+  curl=7.* \
+  pkg-config=1.* \
+  wget=1.* \
+  && apt-get clean \
+  && rm -rf /var/lib/apt/lists/*
+
+## Build OpenSSL
+
+RUN wget https://www.openssl.org/source/openssl-${OPENSSL_VERSION}.tar.gz -q -O /tmp/openssl-${OPENSSL_VERSION}.tar.gz \
+  && tar xfvz /tmp/openssl-${OPENSSL_VERSION}.tar.gz --directory /tmp/
+WORKDIR /tmp/openssl-${OPENSSL_VERSION}/
+RUN ./config --prefix=/opt/openssl --openssldir=/opt/openssl \
+  && make \
+  && make test \
+  && make install_sw
+
+## Build Apkeep
+
+RUN wget https://github.com/EFForg/apkeep/archive/refs/tags/${APKEEP_VERSION}.tar.gz -q -O /tmp/apkeep-${APKEEP_VERSION}.tar.gz \
+  && tar -xzf /tmp/apkeep-${APKEEP_VERSION}.tar.gz -C /tmp/ \
+  && rm /tmp/apkeep-${APKEEP_VERSION}.tar.gz
+WORKDIR /tmp/apkeep-${APKEEP_VERSION}
+RUN PATH=/opt/openssl/bin:$PATH LD_LIBRARY_PATH=/opt/openssl/lib OPENSSL_STATIC=1 OPENSSL_INCLUDE_DIR=/opt/openssl/include/ OPENSSL_LIB_DIR=/opt/openssl/lib/ OPENSSL_DIR=/opt/openssl/ cargo build --release \
+  && chmod +x target/release/apkeep \
+  && mv target/release/apkeep /opt/apkeep
+
+FROM python:3.11-slim-bookworm
 LABEL maintainer="Codimp"
 
 RUN apt-get update && apt-get install --no-install-recommends -y \
-  dexdump=10.0.0* \
-  postgresql-client-13=13* \
-  libpq-dev=13.* \
-  gcc=4:10.2.* \
+  dexdump=11.0.0* \
+  postgresql-client-15=15* \
+  libpq-dev=15.* \
+  gcc=4:12.2.* \
   musl-dev=1.2.* \
   libc6-dev=2.* \
   gettext=0.* \
-  pipenv=11.* \
+  pipenv=2022.12.* \
+  libssl3=3.* \
   && apt-get clean \
   && rm -rf /var/lib/apt/lists/*
 
-COPY --from=apkeep-download /tmp/apkeep /usr/local/bin/apkeep
+COPY --from=apkeep-build /opt/openssl /opt/openssl
+COPY --from=apkeep-build /opt/apkeep /usr/local/bin/apkeep
+RUN ln -s /usr/lib/ssl/certs /opt/openssl/certs
 
 WORKDIR /opt