diff --git a/docker/uwsgi-base/bindep.txt b/docker/uwsgi-base/bindep.txt
index db53d4bea3..57b36d6002 100644
--- a/docker/uwsgi-base/bindep.txt
+++ b/docker/uwsgi-base/bindep.txt
@@ -1,5 +1,6 @@
 gcc [compile]
 libc6-dev [compile]
 libffi-dev [compile platform:dpkg]
-libffi7 [platform:dpkg]
 libssl-dev [compile platform:dpkg]
+libffi7 [platform:debian-bullseye]
+libffi8 [platform:debian-bookworm]
diff --git a/zuul.d/docker-images/python-3.10-bookworm.yaml b/zuul.d/docker-images/python-3.10-bookworm.yaml
new file mode 100644
index 0000000000..52bd5f28f4
--- /dev/null
+++ b/zuul.d/docker-images/python-3.10-bookworm.yaml
@@ -0,0 +1,135 @@
+# python-builder-3.10-bookworm jobs
+- job:
+    name: system-config-build-image-python-builder-3.10-bookworm
+    description: Build a python-builder-3.10-bookworm image.
+    parent: system-config-build-image
+    timeout: 3600
+    provides:
+      - python-builder-container-image
+      - python-builder-3.10-bookworm-container-image
+    vars: &python-builder_3_10_bookworm_vars
+      docker_images:
+        - context: docker/python-builder
+          repository: opendevorg/python-builder
+          tags:
+            - 3.10-bookworm
+          arch:
+            - linux/amd64
+            - linux/arm64
+          build_args:
+            - PYTHON_VERSION=3.10
+            - DEBIAN_VERSION=bookworm
+    files: &python-builder_3_10_bookworm_files
+      - docker/python-base/
+      - docker/python-builder/
+
+- job:
+    name: system-config-upload-image-python-builder-3.10-bookworm
+    description: Build and upload a python-builder-3.10-bookworm image.
+    parent: system-config-upload-image
+    timeout: 3600
+    provides:
+      - python-builder-container-image
+      - python-builder-3.10-bookworm-container-image
+    vars: *python-builder_3_10_bookworm_vars
+    files: *python-builder_3_10_bookworm_files
+
+- job:
+    name: system-config-promote-image-python-builder-3.10-bookworm
+    description: Promote a previously published python-builder-3.10-bookworm image to latest.
+    parent: system-config-promote-image
+    vars: *python-builder_3_10_bookworm_vars
+    files: *python-builder_3_10_bookworm_files
+
+- job:
+    name: system-config-build-image-python-base-3.10-bookworm
+    description: Build a python-base-3.10-bookworm image.
+    parent: system-config-build-image
+    timeout: 3600
+    provides:
+      - python-base-container-image
+      - python-base-3.10-bookworm-container-image
+    vars: &python-base_3_10_bookworm_vars
+      docker_images:
+        - context: docker/python-base
+          repository: opendevorg/python-base
+          tags:
+            - 3.10-bookworm
+          arch:
+            - linux/amd64
+            - linux/arm64
+          build_args:
+            - PYTHON_VERSION=3.10
+            - DEBIAN_VERSION=bookworm
+    files: &python-base_3_10_bookworm_files
+      - docker/python-base/
+      - docker/python-builder/
+
+- job:
+    name: system-config-upload-image-python-base-3.10-bookworm
+    description: Build and upload a python-base-3.10-bookworm image.
+    parent: system-config-upload-image
+    timeout: 3600
+    provides: python-base-3.10-bookworm-container-image
+    vars: *python-base_3_10_bookworm_vars
+    files: *python-base_3_10_bookworm_files
+
+- job:
+    name: system-config-promote-image-python-base-3.10-bookworm
+    description: Promote a previously published python-base-3.10-bookworm image to latest.
+    parent: system-config-promote-image
+    vars: *python-base_3_10_bookworm_vars
+    files: *python-base_3_10_bookworm_files
+
+- job:
+    name: system-config-build-image-uwsgi-base-3.10-bookworm
+    description: Build a uwsgi-base-3.10-bookworm image.
+    parent: system-config-build-image
+    timeout: 3600
+    requires: &uwsgi-base_3_10_bookworm_requires
+      - python-base-3.10-bookworm-container-image
+      - python-builder-3.10-bookworm-container-image
+    provides: uwsgi-base-3.10-bookworm-container-image
+    dependencies:
+      - name: system-config-build-image-python-base-3.10-bookworm
+        soft: true
+      - name: system-config-build-image-python-builder-3.10-bookworm
+        soft: true
+    vars: &uwsgi-base_3_10_bookworm_vars
+      docker_images:
+        - context: docker/uwsgi-base
+          repository: opendevorg/uwsgi-base
+          tags:
+            - 3.10-bookworm
+          arch:
+            - linux/amd64
+            - linux/arm64
+          build_args:
+            - PYTHON_VERSION=3.10
+            - DEBIAN_VERSION=bookworm
+    files: &uwsgi-base_3_10_bookworm_files
+      - docker/python-base/.*
+      - docker/python-builder/.*
+      - docker/uwsgi-base/.*
+
+- job:
+    name: system-config-upload-image-uwsgi-base-3.10-bookworm
+    description: Build and upload a uwsgi-base-3.10-bookworm image.
+    parent: system-config-upload-image
+    timeout: 3600
+    provides: uwsgi-base-3.10-bookworm-container-image
+    requires: *uwsgi-base_3_10_bookworm_requires
+    dependencies:
+      - name: system-config-upload-image-python-base-3.10-bookworm
+        soft: true
+      - name: system-config-upload-image-python-builder-3.10-bookworm
+        soft: true
+    vars: *uwsgi-base_3_10_bookworm_vars
+    files: *uwsgi-base_3_10_bookworm_files
+
+- job:
+    name: system-config-promote-image-uwsgi-base-3.10-bookworm
+    description: Promote a previously published uwsgi-base-3.10-bookworm image to latest.
+    parent: system-config-promote-image
+    vars: *uwsgi-base_3_10_bookworm_vars
+    files: *uwsgi-base_3_10_bookworm_files
diff --git a/zuul.d/docker-images/python-3.11-bookworm.yaml b/zuul.d/docker-images/python-3.11-bookworm.yaml
new file mode 100644
index 0000000000..1c89fbb69d
--- /dev/null
+++ b/zuul.d/docker-images/python-3.11-bookworm.yaml
@@ -0,0 +1,135 @@
+# python-builder-3.11-bookworm jobs
+- job:
+    name: system-config-build-image-python-builder-3.11-bookworm
+    description: Build a python-builder-3.11-bookworm image.
+    parent: system-config-build-image
+    timeout: 3600
+    provides:
+      - python-builder-container-image
+      - python-builder-3.11-bookworm-container-image
+    vars: &python-builder_3_11_bookworm_vars
+      docker_images:
+        - context: docker/python-builder
+          repository: opendevorg/python-builder
+          tags:
+            - 3.11-bookworm
+          arch:
+            - linux/amd64
+            - linux/arm64
+          build_args:
+            - PYTHON_VERSION=3.11
+            - DEBIAN_VERSION=bookworm
+    files: &python-builder_3_11_bookworm_files
+      - docker/python-base/
+      - docker/python-builder/
+
+- job:
+    name: system-config-upload-image-python-builder-3.11-bookworm
+    description: Build and upload a python-builder-3.11-bookworm image.
+    parent: system-config-upload-image
+    timeout: 3600
+    provides:
+      - python-builder-container-image
+      - python-builder-3.11-bookworm-container-image
+    vars: *python-builder_3_11_bookworm_vars
+    files: *python-builder_3_11_bookworm_files
+
+- job:
+    name: system-config-promote-image-python-builder-3.11-bookworm
+    description: Promote a previously published python-builder-3.11-bookworm image to latest.
+    parent: system-config-promote-image
+    vars: *python-builder_3_11_bookworm_vars
+    files: *python-builder_3_11_bookworm_files
+
+- job:
+    name: system-config-build-image-python-base-3.11-bookworm
+    description: Build a python-base-3.11-bookworm image.
+    parent: system-config-build-image
+    timeout: 3600
+    provides:
+      - python-base-container-image
+      - python-base-3.11-bookworm-container-image
+    vars: &python-base_3_11_bookworm_vars
+      docker_images:
+        - context: docker/python-base
+          repository: opendevorg/python-base
+          tags:
+            - 3.11-bookworm
+          arch:
+            - linux/amd64
+            - linux/arm64
+          build_args:
+            - PYTHON_VERSION=3.11
+            - DEBIAN_VERSION=bookworm
+    files: &python-base_3_11_bookworm_files
+      - docker/python-base/
+      - docker/python-builder/
+
+- job:
+    name: system-config-upload-image-python-base-3.11-bookworm
+    description: Build and upload a python-base-3.11-bookworm image.
+    parent: system-config-upload-image
+    timeout: 3600
+    provides: python-base-3.11-bookworm-container-image
+    vars: *python-base_3_11_bookworm_vars
+    files: *python-base_3_11_bookworm_files
+
+- job:
+    name: system-config-promote-image-python-base-3.11-bookworm
+    description: Promote a previously published python-base-3.11-bookworm image to latest.
+    parent: system-config-promote-image
+    vars: *python-base_3_11_bookworm_vars
+    files: *python-base_3_11_bookworm_files
+
+- job:
+    name: system-config-build-image-uwsgi-base-3.11-bookworm
+    description: Build a uwsgi-base-3.11-bookworm image.
+    parent: system-config-build-image
+    timeout: 3600
+    requires: &uwsgi-base_3_11_bookworm_requires
+      - python-base-3.11-bookworm-container-image
+      - python-builder-3.11-bookworm-container-image
+    provides: uwsgi-base-3.11-bookworm-container-image
+    dependencies:
+      - name: system-config-build-image-python-base-3.11-bookworm
+        soft: true
+      - name: system-config-build-image-python-builder-3.11-bookworm
+        soft: true
+    vars: &uwsgi-base_3_11_bookworm_vars
+      docker_images:
+        - context: docker/uwsgi-base
+          repository: opendevorg/uwsgi-base
+          tags:
+            - 3.11-bookworm
+          arch:
+            - linux/amd64
+            - linux/arm64
+          build_args:
+            - PYTHON_VERSION=3.11
+            - DEBIAN_VERSION=bookworm
+    files: &uwsgi-base_3_11_bookworm_files
+      - docker/python-base/.*
+      - docker/python-builder/.*
+      - docker/uwsgi-base/.*
+
+- job:
+    name: system-config-upload-image-uwsgi-base-3.11-bookworm
+    description: Build and upload a uwsgi-base-3.11-bookworm image.
+    parent: system-config-upload-image
+    timeout: 3600
+    provides: uwsgi-base-3.11-bookworm-container-image
+    requires: *uwsgi-base_3_11_bookworm_requires
+    dependencies:
+      - name: system-config-upload-image-python-base-3.11-bookworm
+        soft: true
+      - name: system-config-upload-image-python-builder-3.11-bookworm
+        soft: true
+    vars: *uwsgi-base_3_11_bookworm_vars
+    files: *uwsgi-base_3_11_bookworm_files
+
+- job:
+    name: system-config-promote-image-uwsgi-base-3.11-bookworm
+    description: Promote a previously published uwsgi-base-3.11-bookworm image to latest.
+    parent: system-config-promote-image
+    vars: *uwsgi-base_3_11_bookworm_vars
+    files: *uwsgi-base_3_11_bookworm_files
diff --git a/zuul.d/docker-images/python-3.9-bookworm.yaml b/zuul.d/docker-images/python-3.9-bookworm.yaml
new file mode 100644
index 0000000000..d92d0135fb
--- /dev/null
+++ b/zuul.d/docker-images/python-3.9-bookworm.yaml
@@ -0,0 +1,135 @@
+# python-builder-3.9-bookworm jobs
+- job:
+    name: system-config-build-image-python-builder-3.9-bookworm
+    description: Build a python-builder-3.9-bookworm image.
+    parent: system-config-build-image
+    timeout: 3600
+    provides:
+      - python-builder-container-image
+      - python-builder-3.9-bookworm-container-image
+    vars: &python-builder_3_9_bookworm_vars
+      docker_images:
+        - context: docker/python-builder
+          repository: opendevorg/python-builder
+          tags:
+            - 3.9-bookworm
+          arch:
+            - linux/amd64
+            - linux/arm64
+          build_args:
+            - PYTHON_VERSION=3.9
+            - DEBIAN_VERSION=bookworm
+    files: &python-builder_3_9_bookworm_files
+      - docker/python-base/
+      - docker/python-builder/
+
+- job:
+    name: system-config-upload-image-python-builder-3.9-bookworm
+    description: Build and upload a python-builder-3.9-bookworm image.
+    parent: system-config-upload-image
+    timeout: 3600
+    provides:
+      - python-builder-container-image
+      - python-builder-3.9-bookworm-container-image
+    vars: *python-builder_3_9_bookworm_vars
+    files: *python-builder_3_9_bookworm_files
+
+- job:
+    name: system-config-promote-image-python-builder-3.9-bookworm
+    description: Promote a previously published python-builder-3.9-bookworm image to latest.
+    parent: system-config-promote-image
+    vars: *python-builder_3_9_bookworm_vars
+    files: *python-builder_3_9_bookworm_files
+
+- job:
+    name: system-config-build-image-python-base-3.9-bookworm
+    description: Build a python-base-3.9-bookworm image.
+    parent: system-config-build-image
+    timeout: 3600
+    provides:
+      - python-base-container-image
+      - python-base-3.9-bookworm-container-image
+    vars: &python-base_3_9_bookworm_vars
+      docker_images:
+        - context: docker/python-base
+          repository: opendevorg/python-base
+          tags:
+            - 3.9-bookworm
+          arch:
+            - linux/amd64
+            - linux/arm64
+          build_args:
+            - PYTHON_VERSION=3.9
+            - DEBIAN_VERSION=bookworm
+    files: &python-base_3_9_bookworm_files
+      - docker/python-base/
+      - docker/python-builder/
+
+- job:
+    name: system-config-upload-image-python-base-3.9-bookworm
+    description: Build and upload a python-base-3.9-bookworm image.
+    parent: system-config-upload-image
+    timeout: 3600
+    provides: python-base-3.9-bookworm-container-image
+    vars: *python-base_3_9_bookworm_vars
+    files: *python-base_3_9_bookworm_files
+
+- job:
+    name: system-config-promote-image-python-base-3.9-bookworm
+    description: Promote a previously published python-base-3.9-bookworm image to latest.
+    parent: system-config-promote-image
+    vars: *python-base_3_9_bookworm_vars
+    files: *python-base_3_9_bookworm_files
+
+- job:
+    name: system-config-build-image-uwsgi-base-3.9-bookworm
+    description: Build a uwsgi-base-3.9-bookworm image.
+    parent: system-config-build-image
+    timeout: 3600
+    requires: &uwsgi-base_3_9_bookworm_requires
+      - python-base-3.9-bookworm-container-image
+      - python-builder-3.9-bookworm-container-image
+    provides: uwsgi-base-3.9-bookworm-container-image
+    dependencies:
+      - name: system-config-build-image-python-base-3.9-bookworm
+        soft: true
+      - name: system-config-build-image-python-builder-3.9-bookworm
+        soft: true
+    vars: &uwsgi-base_3_9_bookworm_vars
+      docker_images:
+        - context: docker/uwsgi-base
+          repository: opendevorg/uwsgi-base
+          tags:
+            - 3.9-bookworm
+          arch:
+            - linux/amd64
+            - linux/arm64
+          build_args:
+            - PYTHON_VERSION=3.9
+            - DEBIAN_VERSION=bookworm
+    files: &uwsgi-base_3_9_bookworm_files
+      - docker/python-base/.*
+      - docker/python-builder/.*
+      - docker/uwsgi-base/.*
+
+- job:
+    name: system-config-upload-image-uwsgi-base-3.9-bookworm
+    description: Build and upload a uwsgi-base-3.9-bookworm image.
+    parent: system-config-upload-image
+    timeout: 3600
+    provides: uwsgi-base-3.9-bookworm-container-image
+    requires: *uwsgi-base_3_9_bookworm_requires
+    dependencies:
+      - name: system-config-upload-image-python-base-3.9-bookworm
+        soft: true
+      - name: system-config-upload-image-python-builder-3.9-bookworm
+        soft: true
+    vars: *uwsgi-base_3_9_bookworm_vars
+    files: *uwsgi-base_3_9_bookworm_files
+
+- job:
+    name: system-config-promote-image-uwsgi-base-3.9-bookworm
+    description: Promote a previously published uwsgi-base-3.9-bookworm image to latest.
+    parent: system-config-promote-image
+    vars: *uwsgi-base_3_9_bookworm_vars
+    files: *uwsgi-base_3_9_bookworm_files
diff --git a/zuul.d/project.yaml b/zuul.d/project.yaml
index 899f968e8c..ede9cbfcb2 100644
--- a/zuul.d/project.yaml
+++ b/zuul.d/project.yaml
@@ -158,6 +158,15 @@
         - system-config-build-image-uwsgi-base-3.9-bullseye
         - system-config-build-image-uwsgi-base-3.10-bullseye
         - system-config-build-image-uwsgi-base-3.11-bullseye
+        - system-config-build-image-python-base-3.9-bookworm
+        - system-config-build-image-python-base-3.10-bookworm
+        - system-config-build-image-python-base-3.11-bookworm
+        - system-config-build-image-python-builder-3.9-bookworm
+        - system-config-build-image-python-builder-3.10-bookworm
+        - system-config-build-image-python-builder-3.11-bookworm
+        - system-config-build-image-uwsgi-base-3.9-bookworm
+        - system-config-build-image-uwsgi-base-3.10-bookworm
+        - system-config-build-image-uwsgi-base-3.11-bookworm
     check-arm64:
       jobs:
         - system-config-run-base-arm64
@@ -308,6 +317,15 @@
         - system-config-upload-image-uwsgi-base-3.9-bullseye
         - system-config-upload-image-uwsgi-base-3.10-bullseye
         - system-config-upload-image-uwsgi-base-3.11-bullseye
+        - system-config-upload-image-python-base-3.9-bookworm
+        - system-config-upload-image-python-base-3.10-bookworm
+        - system-config-upload-image-python-base-3.11-bookworm
+        - system-config-upload-image-python-builder-3.9-bookworm
+        - system-config-upload-image-python-builder-3.10-bookworm
+        - system-config-upload-image-python-builder-3.11-bookworm
+        - system-config-upload-image-uwsgi-base-3.9-bookworm
+        - system-config-upload-image-uwsgi-base-3.10-bookworm
+        - system-config-upload-image-uwsgi-base-3.11-bookworm
     promote:
       jobs:
         - opendev-promote-docs
@@ -335,6 +353,15 @@
         - system-config-promote-image-uwsgi-base-3.9-bullseye
         - system-config-promote-image-uwsgi-base-3.10-bullseye
         - system-config-promote-image-uwsgi-base-3.11-bullseye
+        - system-config-promote-image-python-base-3.9-bookworm
+        - system-config-promote-image-python-base-3.10-bookworm
+        - system-config-promote-image-python-base-3.11-bookworm
+        - system-config-promote-image-python-builder-3.9-bookworm
+        - system-config-promote-image-python-builder-3.10-bookworm
+        - system-config-promote-image-python-builder-3.11-bookworm
+        - system-config-promote-image-uwsgi-base-3.9-bookworm
+        - system-config-promote-image-uwsgi-base-3.10-bookworm
+        - system-config-promote-image-uwsgi-base-3.11-bookworm
 
         # NOTE: infra-prod-* jobs have a hierarchy below that ensure
         # they can run in parallel.  We are deliberately keeping their