diff --git a/.github/workflows/sync.yml b/.github/workflows/sync.yml
new file mode 100644
index 000000000..b46b4239e
--- /dev/null
+++ b/.github/workflows/sync.yml
@@ -0,0 +1,91 @@
+name: Sync SUMMARY.md
+
+on:
+  push:
+    paths:
+      - "images/**"
+      - "SUMMARY.md"
+    branches:
+      - master
+
+jobs:
+  summary-syncer:
+    runs-on: ubuntu-latest
+    steps:
+      - uses: actions/checkout@v2
+        with:
+          fetch-depth: "0"
+
+      - name: Sync SUMMARY.md
+        run: |
+          container_list=""
+
+          for image in images/docker-*; do
+              container=$(basename "$image" .md)
+              ignore_containers=(
+                  base-alpine-example
+                  base-ubuntu-example
+                  doc-builder
+                  gazee
+                  gmail-order-bot
+                  hydra2
+                  jenkins-builder
+                  letsencrypt
+                  musicbrainz
+                  mylar
+                  pydio
+                  readme-sync
+                  rutorrent
+                  sickrage
+                  tester
+                  yq
+              )
+              if [[ "$image" =~ "baseimage" ]]; then
+                  continue
+              elif [[ ${ignore_containers[*]} =~ ${container#*-} ]]; then
+                  continue
+              elif grep -q "| latest | ❌ | |" "$image"; then
+                  continue
+              elif grep -q "# DEPRECATION NOTICE" "$image"; then
+                  continue
+              elif grep -q "THIS IMAGE IS DEPRECATED." "$image"; then
+                  continue
+              else
+                  container_list+="* [linuxserver/${container#*-}](images/docker-${container#*-}.md)"$'\n'
+              fi
+          done
+
+          cat <<-EOF >SUMMARY.md
+          <!-- DO NOT EDIT THIS FILE MANUALLY  -->
+          <!-- Please edit https://github.com/linuxserver/docker-documentation/tree/master/.github/workflow/sync.yml -->
+          # Table of contents
+
+          * [Introduction](README.md)
+          * [FAQ](FAQ.md)
+
+          ## General
+
+          * [Container Execution](general/container-execution.md)
+          * [Docker Containers: 101](general/containers-101.md)
+          * [Running LinuxServer Containers](general/running-our-containers.md)
+          * [Customizing LinuxServer Containers](general/container-customization.md)
+          * [Docker Compose](general/docker-compose.md)
+          * [Understanding PUID and PGID](general/understanding-puid-and-pgid.md)
+          * [Updating our containers](general/updating-our-containers.md)
+          * [Volumes](general/volumes.md)
+          * [Fleet](general/fleet.md)
+          * [SWAG setup](general/swag.md)
+          * [Awesome LSIO](general/awesome-lsio.md)
+
+          ## Images
+
+          ${container_list}
+          ## Misc
+
+          * [Finances](finances.md)
+          EOF
+
+          git config --global user.email "ci@linuxserver.io"
+          git config --global user.name "LinuxServer-CI"
+          git commit -am "Automated syncing of SUMMARY" || :
+          git push || :