diff --git a/deployment/docker/runner/Dockerfile b/deployment/docker/runner/Dockerfile
index 8d617be2..8023f9aa 100644
--- a/deployment/docker/runner/Dockerfile
+++ b/deployment/docker/runner/Dockerfile
@@ -36,7 +36,8 @@ RUN apk add --no-cache -U \
     chown -R semaphore:0 /tmp/semaphore && \
     chown -R semaphore:0 /etc/semaphore && \
     chown -R semaphore:0 /var/lib/semaphore && \
-    chown -R semaphore:0 /opt/semaphore
+    chown -R semaphore:0 /opt/semaphore && \
+    find /usr/lib/python* -iname __pycache__ | xargs rm -rf
 
 COPY --chown=1001:0 ./deployment/docker/runner/ansible.cfg /tmp/semaphore/ansible.cfg
 COPY --from=builder /go/src/semaphore/deployment/docker/runner/runner-wrapper /usr/local/bin/
@@ -53,11 +54,11 @@ USER 1001
 # renovate: datasource=pypi depName=ansible
 ENV ANSIBLE_VERSION 9.4.0
 
-RUN mkdir /opt/semaphore/venv
-
-RUN python3 -m venv /opt/semaphore/venv --system-site-packages && \
+RUN mkdir /opt/semaphore/venv && \
+    python3 -m venv /opt/semaphore/venv --system-site-packages && \
     source /opt/semaphore/venv/bin/activate && \
-    pip3 install --upgrade pip ansible==${ANSIBLE_VERSION} boto3 botocore requests
+    pip3 install --upgrade pip ansible==${ANSIBLE_VERSION} boto3 botocore requests && \
+    find /opt/semaphore/venv -iname __pycache__ | xargs rm -rf
 
 # Preventing ansible zombie processes. Tini kills zombies.
 ENTRYPOINT ["/sbin/tini", "--"]
diff --git a/deployment/docker/runner/runner-wrapper b/deployment/docker/runner/runner-wrapper
index fa9587a5..45c16e3b 100644
--- a/deployment/docker/runner/runner-wrapper
+++ b/deployment/docker/runner/runner-wrapper
@@ -18,7 +18,7 @@ fi
 
 if test -f "${SEMAPHORE_CONFIG_PATH}/requirements.txt"; then
     echoerr "Installing additional python dependencies"
-    pip3 install --upgrade --user \
+    pip3 install --upgrade \
         -r "${SEMAPHORE_CONFIG_PATH}/requirements.txt"
 else
     echoerr "No additional python dependencies to install"
diff --git a/deployment/docker/server/Dockerfile b/deployment/docker/server/Dockerfile
index ed535b34..e7a2bac3 100644
--- a/deployment/docker/server/Dockerfile
+++ b/deployment/docker/server/Dockerfile
@@ -36,7 +36,8 @@ bash curl git gnupg mysql-client openssh-client-default python3 python3-dev py3-
     chown -R semaphore:0 /tmp/semaphore && \
     chown -R semaphore:0 /etc/semaphore && \
     chown -R semaphore:0 /var/lib/semaphore && \
-    chown -R semaphore:0 /opt/semaphore
+    chown -R semaphore:0 /opt/semaphore && \
+    find /usr/lib/python* -iname __pycache__ | xargs rm -rf
 
 COPY --chown=1001:0 ./deployment/docker/server/ansible.cfg /tmp/semaphore/ansible.cfg
 COPY --from=builder /go/src/semaphore/deployment/docker/server/server-wrapper /usr/local/bin/
@@ -53,11 +54,11 @@ USER 1001
 # renovate: datasource=pypi depName=ansible
 ENV ANSIBLE_VERSION 9.4.0
 
-RUN mkdir /opt/semaphore/venv
-
-RUN python3 -m venv /opt/semaphore/venv --system-site-packages && \
+RUN mkdir /opt/semaphore/venv && \
+    python3 -m venv /opt/semaphore/venv --system-site-packages && \
     source /opt/semaphore/venv/bin/activate && \
-    pip3 install --upgrade pip ansible==${ANSIBLE_VERSION} boto3 botocore requests
+    pip3 install --upgrade pip ansible==${ANSIBLE_VERSION} boto3 botocore requests && \
+    find /opt/semaphore/venv -iname __pycache__ | xargs rm -rf
 
 # Preventing ansible zombie processes. Tini kills zombies.
 ENTRYPOINT ["/sbin/tini", "--"]
diff --git a/deployment/docker/server/server-wrapper b/deployment/docker/server/server-wrapper
index e4f33ca2..65521d2a 100755
--- a/deployment/docker/server/server-wrapper
+++ b/deployment/docker/server/server-wrapper
@@ -190,7 +190,7 @@ fi
 
 if test -f "${SEMAPHORE_CONFIG_PATH}/requirements.txt"; then
     echoerr "Installing additional python dependencies"
-    pip3 install --upgrade --user \
+    pip3 install --upgrade \
         -r "${SEMAPHORE_CONFIG_PATH}/requirements.txt"
 else
     echoerr "No additional python dependencies to install"