diff --git a/.github/workflows/update_os_libraries.yml b/.github/workflows/update_os_libraries.yml
new file mode 100644
index 0000000..09805c9
--- /dev/null
+++ b/.github/workflows/update_os_libraries.yml
@@ -0,0 +1,82 @@
+name: Check OS Library Updates
+
+on:
+  schedule:
+    - cron: "0 3 * * *"
+  workflow_dispatch:
+
+defaults:
+  run:
+    shell: 'bash -Eeuo pipefail -x {0}'
+
+permissions: {}
+
+jobs:
+  fetch-extensions:
+    name: Fetch target extensions
+    runs-on: ubuntu-24.04
+    outputs:
+      extensions: ${{ steps.get-extensions.outputs.extensions }}
+    steps:
+      - name: Checkout repository
+        uses: actions/checkout@08c6903cd8c0fde910a37f88322edcfb5dd907a8 # v5
+        with:
+          persist-credentials: false
+
+      - name: Fetch extensions
+        id: get-extensions
+        run: |
+          EXTENSIONS=()
+          all_extensions=$(find . -type f -name metadata.hcl -exec dirname {} \; | sed 's|^\./||')
+          for e in ${all_extensions}; do
+            AUTO_UPDATE_OS_LIBS=$(sed -n 's/.*auto_update_os_libs *= *//p' "$e/metadata.hcl")
+            if [[ $AUTO_UPDATE_OS_LIBS == "true" ]]; then
+              EXTENSIONS+=("$e")
+            fi
+          done
+          EXTENSIONS_JSON=$(printf "%s\n" "${EXTENSIONS[@]}" | jq -R -s -c 'split("\n")[:-1]')
+          echo "extensions=$EXTENSIONS_JSON" >> $GITHUB_OUTPUT
+
+  update-extension-os-libs:
+    name: Update OS libs for ${{ matrix.extension }}
+    runs-on: ubuntu-24.04
+    needs:
+      - fetch-extensions
+    strategy:
+      matrix:
+        extension: ${{ fromJson(needs.fetch-extensions.outputs.extensions) }}
+    steps:
+      - name: Checkout repository
+        uses: actions/checkout@08c6903cd8c0fde910a37f88322edcfb5dd907a8 # v5
+
+      - name: Log in to the GitHub Container registry
+        uses: docker/login-action@5e57cd118135c172c3672efd75eb46360885c0ef # v3
+        with:
+          registry: ghcr.io
+          username: ${{ github.actor }}
+          password: ${{ secrets.GITHUB_TOKEN }}
+
+      - name: Update OS libs for ${{ matrix.extension }}
+        env:
+          EXTENSION_NAME: ${{ matrix.extension }}
+        run: |
+          make update-os-libs-$EXTENSION_NAME
+
+      - name: Diff
+        run: |
+          git status
+          git diff
+
+      - name: Create a PR if versions have been updated on main
+        uses: peter-evans/create-pull-request@271a8d0340265f705b14b6d32b9829c1cb33d45e # v7
+        if: github.ref == 'refs/heads/main'
+        with:
+          token: ${{ secrets.REPO_GHA_PAT }}
+          title: "chore: update ${{ matrix.extension }} OS libraries"
+          body: "Updating the OS libraries of ${{ matrix.extension }}"
+          branch: "${{ matrix.extension }}-os-libraries"
+          author: "extension-os-libs-updater <extension-os-libs-updater@users.noreply.github.com>"
+          add-paths: |
+            ${{ matrix.extension }}/**
+          commit-message: "chore: update ${{ matrix.extension }} OS libraries"
+          signoff: true
diff --git a/Makefile b/Makefile
index e670f7a..755f89d 100644
--- a/Makefile
+++ b/Makefile
@@ -11,9 +11,25 @@ ifeq ($(DIRS),)
 $(error No subdirectories with metadata.hcl files found)
 endif
 
+# Default supported distributions
+DISTROS := $(shell sed -n '/variable "distributions"/,/}/ { s/^[[:space:]]*"\([^"]*\)".*/\1/p }' docker-bake.hcl)
+# Default supported PostgreSQL majors
+POSTGRES_MAJORS := $(shell sed -n '/variable "pgVersions"/,/]/ { s/^[[:space:]]*"\([^"]*\)".*/\1/p }' docker-bake.hcl)
+
+# Find all extensions with AUTO_UPDATE_OS_LIBS = true
+EXTENSIONS_WITH_OS_LIBS := $(shell \
+  for dir in $(DIRS); do \
+    value=$$(sed -n 's/.*auto_update_os_libs *= *//p' "$$dir/metadata.hcl" | tr -d ' '); \
+    if [ "$$value" = "true" ]; then echo "$$dir"; fi; \
+  done \
+)
+
 # Create push targets for each directory
 PUSH_TARGETS := $(addprefix push-,$(DIRS))
 
+# Create UPDATE_OS_LIBS targets for each extension
+UPDATE_OS_LIBS_TARGETS := $(addprefix update-os-libs-,$(EXTENSIONS_WITH_OS_LIBS))
+
 .PHONY: all check prereqs push $(DIRS) $(PUSH_TARGETS)
 
 # Colours
@@ -48,6 +64,32 @@ check: prereqs
 		docker buildx bake -f $(dir)/metadata.hcl -f docker-bake.hcl --check; \
 	)
 
+# --------------------------
+# Update OS libraries for all images
+# --------------------------
+update-os-libs: prereqs $(UPDATE_OS_LIBS_TARGETS)
+	@echo -e "$(GREEN)======================================================$(NC)"
+	@echo -e "$(GREEN)OS libraries update for all projects: $(EXTENSIONS_WITH_OS_LIBS)$(NC)"
+	@echo -e "$(GREEN)======================================================$(NC)"
+
+# --------------------------
+# Generic per-project OS libraries update
+# Usage: make update-os-libs-<project>
+# --------------------------
+$(UPDATE_OS_LIBS_TARGETS): update-os-libs-%: prereqs
+	@echo -e "$(BLUE)Performing an OS libraries update for $*...$(NC)"
+	@mkdir -p "$*/system-libs" ;\
+	for DISTRO in $(DISTROS); do \
+		for MAJOR in $(POSTGRES_MAJORS); do \
+			docker run --rm -u 0 "ghcr.io/cloudnative-pg/postgresql:18-minimal-$$DISTRO" \
+				bash -c "apt-get update >/dev/null; apt-get install -qq --print-uris --no-install-recommends postgresql-$$MAJOR-$*" \
+			| cut -d ' ' -f 2,4 \
+			| grep '^lib' \
+			| sort \
+			> "$*/system-libs/$$MAJOR-$$DISTRO-os-libs.txt"; \
+		done; \
+	done
+
 # --------------------------
 # Push all images
 # --------------------------
diff --git a/postgis/metadata.hcl b/postgis/metadata.hcl
index ec553c2..be8de2c 100644
--- a/postgis/metadata.hcl
+++ b/postgis/metadata.hcl
@@ -6,6 +6,7 @@ metadata = {
   extension_control_path   = []
   dynamic_library_path     = []
   ld_library_path          = ["/system"]
+  auto_update_os_libs      = true
 
   versions = {
     bookworm = {
diff --git a/postgis/system-libs/18-bookworm-os-libs.txt b/postgis/system-libs/18-bookworm-os-libs.txt
new file mode 100644
index 0000000..7593691
--- /dev/null
+++ b/postgis/system-libs/18-bookworm-os-libs.txt
@@ -0,0 +1,73 @@
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diff --git a/postgis/system-libs/18-trixie-os-libs.txt b/postgis/system-libs/18-trixie-os-libs.txt
new file mode 100644
index 0000000..f311852
--- /dev/null
+++ b/postgis/system-libs/18-trixie-os-libs.txt
@@ -0,0 +1,84 @@
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