diff --git a/.github/workflows/imaginary-update.yml b/.github/workflows/imaginary-update.yml
new file mode 100644
index 00000000..12bd9e86
--- /dev/null
+++ b/.github/workflows/imaginary-update.yml
@@ -0,0 +1,33 @@
+name: imaginary-update
+
+on:
+  workflow_dispatch:
+  schedule:
+  - cron:  '00 12 * * *'
+
+jobs:
+  run_update:
+    name: update to latest imaginary commit on master branch
+    runs-on: ubuntu-latest
+    steps:
+    - uses: actions/checkout@v3
+    - name: Run imaginary-update
+      run: |
+        # Imaginary
+        imaginary_version="$(
+          git ls-remote https://github.com/h2non/imaginary master \
+            | cut -f1 \
+            | tail -1
+        )"
+        sed -i "s|go install github.com/h2non/imaginary.*|go install github.com/h2non/imaginary@$imaginary_version|" ./Containers/imaginary/Dockerfile
+        
+    - name: Create Pull Request
+      uses: peter-evans/create-pull-request@v5
+      with:
+        commit-message: imaginary-update automated change
+        signoff: true
+        title: Imaginary update
+        body: Automated Imaginary container update
+        labels: dependencies, enhancement
+        milestone: next
+        branch: imaginary-container-update
diff --git a/Containers/imaginary/Dockerfile b/Containers/imaginary/Dockerfile
index 82ca2dc1..4d9558d4 100644
--- a/Containers/imaginary/Dockerfile
+++ b/Containers/imaginary/Dockerfile
@@ -1,29 +1,21 @@
-# From https://github.com/h2non/imaginary/blob/master/Dockerfile
-FROM nextcloud/imaginary:20230301
+FROM golang:1.20.3-alpine3.17 as go
+RUN apk add --no-cache \
+        vips-dev \
+        build-base; \
+    go install github.com/h2non/imaginary@b632dae
 
-USER root
-RUN set -ex; \
-    \
-    apt-get update; \
-    apt-get install -y --no-install-recommends \
-        netcat \
-    ; \
-    echo "deb http://deb.debian.org/debian bookworm main" > /etc/apt/sources.list.d/bookworm.list; \
-    apt-get update; \
-    apt-get install -t bookworm -y --no-install-recommends \
-        libheif1 \
-        libde265-0 \
-        libx265-199 \
-        libvips \
-    ; \
-    rm /etc/apt/sources.list.d/bookworm.list; \
-    rm -rf /var/lib/apt/lists/*
-USER nobody
+FROM alpine:3.17.3
+RUN apk add --no-cache \
+        tzdata \
+        ca-certificates \
+        netcat-openbsd \
+        vips-dev
 
-ENTRYPOINT ["/usr/local/bin/imaginary", "-return-size", "-max-allowed-resolution", "222.2"]
-
-HEALTHCHECK CMD nc -z localhost 9000 || exit 1
-LABEL com.centurylinklabs.watchtower.monitor-only="true"
+COPY --from=go /go/bin/imaginary /usr/local/bin/imaginary
 
 # https://github.com/h2non/imaginary#memory-issues
 ENV MALLOC_ARENA_MAX=2
+ENTRYPOINT ["imaginary", "-p", "9000", "-return-size", "-max-allowed-resolution", "222.2"]
+
+HEALTHCHECK CMD nc -z localhost 9000 || exit 1
+LABEL com.centurylinklabs.watchtower.monitor-only="true"