diff --git a/.github/workflows/develop-update.yml b/.github/workflows/develop-update.yml
new file mode 100644
index 0000000..b24c53e
--- /dev/null
+++ b/.github/workflows/develop-update.yml
@@ -0,0 +1,182 @@
+# This workflow opens a PR between main and develop branches to keep develop up to date.
+name: "Update Develop Branch"
+
+on:
+  push:
+    branches:
+      - main
+  workflow_call:
+    inputs:
+      repository:
+        description: "Allowed repository for workflow to run in. Example `ctfpilot/hello-world`."
+        required: true
+        type: string
+      auto_merge:
+        description: "Whether to automatically merge the PR after creating it."
+        required: false
+        type: boolean
+        default: true
+      pr_description:
+        description: "Additional description to add to the PR body."
+        required: false
+        type: string
+
+permissions:
+  contents: read
+  pull-requests: write
+  issues: write
+
+jobs:
+  update-develop:
+    name: "Update Develop Branch"
+    runs-on: ubuntu-latest
+    if: github.repository == ( inputs.repository || 'ctfpilot/ci') && github.ref == 'refs/heads/main'
+    steps:
+      - name: "Checkout"
+        uses: actions/checkout@v4
+        with:
+          ref: main
+      
+      # Ensure diff between main and develop
+      - name: "Check if there is a diff between main and develop"
+        id: check_diff
+        run: |
+          git fetch origin develop
+          DIFF=$(git diff origin/develop..main)
+          if [ -z "$DIFF" ]; then
+            echo "No differences found between main and develop."
+            echo "diff=false" >> $GITHUB_OUTPUT
+          else
+            echo "Differences found between main and develop."
+            echo "diff=true" >> $GITHUB_OUTPUT
+          fi
+      - name: "Check if existing PR exists"
+        if: steps.check_diff.outputs.diff == 'true'
+        id: check_pr
+        uses: actions/github-script@v6
+        with:
+          script: |
+            const { data: pullRequests } = await github.pulls.list({
+              owner: context.repo.owner,
+              repo: context.repo.repo,
+              head: 'main',
+              base: 'develop',
+              state: 'open'
+            });
+            if (pullRequests.length > 0) {
+              return 'true';
+            } else {
+              return 'false';
+            }
+          result-encoding: string
+
+      # Ensure labels exist
+      - name: 'Ensure "develop-update" label is created'
+        if: steps.check_pr.outputs.result == 'false'
+        uses: actions/github-script@v6
+        with:
+          script: |
+            try {
+              await github.issues.getLabel({
+                owner: context.repo.owner,
+                repo: context.repo.repo,
+                name: 'develop-update'
+              });
+            } catch (error) {
+              if (error.status === 404) {
+                await github.issues.createLabel({
+                  owner: context.repo.owner,
+                  repo: context.repo.repo,
+                  name: 'develop-update',
+                  color: '0E8A16',
+                  description: 'Indicates that this PR updates the develop branch to match the latest version of main.'
+                });
+              } else {
+                throw error;
+              }
+            }
+      - name: 'Ensure "ci" label is created'
+        if: steps.check_pr.outputs.result == 'false'
+        uses: actions/github-script@v6
+        with:
+          script: |
+            try {
+              await github.issues.getLabel({
+                owner: context.repo.owner,
+                repo: context.repo.repo,
+                name: 'ci'
+              });
+            } catch (error) {
+              if (error.status === 404) {
+                await github.issues.createLabel({
+                  owner: context.repo.owner,
+                  repo: context.repo.repo,
+                  name: 'ci',
+                  color: 'EDEDED',
+                  description: 'Indicates that this PR is related to continuous integration.'
+                });
+              } else {
+                throw error;
+              }
+            }
+      
+      # PR Creation
+      - name: "Create Pull Request to update develop branch, and merge it"
+        id: create_pr
+        if: steps.check_diff.outputs.diff == 'true' && steps.check_pr.outputs.result == 'false'
+        run: |
+          URL=$(gh pr create -B develop -H main --title 'CI: Update develop to match main' --body 'Merge main into develop to update the develop branch to the latest version\n\n${{ inputs.pr_description || '' }}' --label develop-update --label ci)
+          echo "URL=$URL" >> $GITHUB_OUTPUT
+        env:
+          GITHUB_TOKEN: ${{ secrets.GITHUB_TOKEN }}
+
+      # Auto merge handling
+      - name: "Check if latest commit was a merge commit from develop"
+        if: steps.create_pr.outputs.URL != '' && inputs.auto_merge == true
+        id: check_merge_source
+        run: |
+          # Check if latest commit is a merge commit
+          if git rev-parse --verify HEAD^2 &>/dev/null; then
+            echo "Latest commit is a merge commit"
+            # Get PR number from merge commit message
+            PR_NUMBER=$(git log -1 --pretty=%B | grep -oP 'Merge pull request #\K[0-9]+' || echo "")
+            if [ -n "$PR_NUMBER" ]; then
+              echo "Found PR number: $PR_NUMBER"
+              # Use gh CLI to check PR head branch
+              HEAD_BRANCH=$(gh pr view "$PR_NUMBER" --json headRefName -q .headRefName || echo "")
+              echo "PR head branch: $HEAD_BRANCH"
+              if [ "$HEAD_BRANCH" = "develop" ]; then
+                echo "latest_from_develop=true" >> $GITHUB_OUTPUT
+                echo "✓ Latest commit merged from develop branch PR"
+              else
+                echo "latest_from_develop=false" >> $GITHUB_OUTPUT
+                echo "head_branch=$HEAD_BRANCH" >> $GITHUB_OUTPUT
+                echo "pr_number=$PR_NUMBER" >> $GITHUB_OUTPUT
+                echo "⚠ Latest commit merged from '$HEAD_BRANCH' branch (not develop)"
+              fi
+            else
+              echo "latest_from_develop=unknown" >> $GITHUB_OUTPUT
+              echo "Could not determine PR number from merge commit"
+            fi
+          else
+            echo "latest_from_develop=not_merge" >> $GITHUB_OUTPUT
+            echo "Latest commit is not a merge commit"
+          fi
+        env:
+          GITHUB_TOKEN: ${{ secrets.GITHUB_TOKEN }}
+      - name: "Create warning for non-develop merge"
+        if: steps.check_merge_source.outputs.latest_from_develop == 'false'
+        run: |
+          echo "::warning::Latest merge commit on main was from branch '${{ steps.check_merge_source.outputs.head_branch }}' (PR #${{ steps.check_merge_source.outputs.pr_number }}), not from develop. Auto-merge will be skipped to allow manual review."
+      - name: "Comment on PR about skipped auto-merge"
+        if: steps.check_merge_source.outputs.latest_from_develop == 'false'
+        run: |
+          gh pr comment ${{ steps.create_pr.outputs.URL }} "⚠️ Auto-merge skipped: Latest merge commit on main was from branch '${{ steps.check_merge_source.outputs.head_branch }}' (PR #${{ steps.check_merge_source.outputs.pr_number }}), not from develop. Please review and merge manually."
+        env:
+          GITHUB_TOKEN: ${{ secrets.GITHUB_TOKEN }}
+      - name: "Auto-merge Pull Request"
+        if: steps.check_merge_source.outputs.latest_from_develop == 'true'
+        run: |
+          gh pr merge "${{ steps.create_pr.outputs.URL }}" -t "chore(ci): Auto update develop to match main [skip ci]" -b "This was done automatically by the CI pipeline" --merge
+        env:
+          GITHUB_TOKEN: ${{ secrets.GITHUB_TOKEN }}
diff --git a/README.md b/README.md
index 9f8cac2..d086806 100644
--- a/README.md
+++ b/README.md
@@ -30,6 +30,7 @@ jobs:
 - [`cla-assistant`](#cla-assistant): CLA Assistant bot
 - [`release`](#release): Release system
 - [`docker`](#docker): Docker build and push system
+- [`develop-update`](#develop-update): Update develop branch to match main branch
 
 ### CLA Assistant
 
@@ -165,6 +166,52 @@ jobs:
       repository: <repository>
 ```
 
+### Develop Update
+
+This workflow updates the `develop` branch to match the latest version of the `main` branch.
+
+The workflow requires the `repository` input to be specified.
+
+The workflow intelligently handles different merge scenarios:
+
+- **Normal develop flow**: When the latest commit on `main` was merged from a `develop` PR, the workflow will auto-merge (if enabled) to keep develop synchronized.
+- **Hotfix detection**: When the latest commit on `main` was merged from a different branch (e.g., a hotfix), the workflow will:
+  - Skip auto-merge to allow manual review
+  - Add a comment to the PR explaining the situation
+  - Create a workflow warning for visibility
+
+This ensures that hotfixes and other direct merges to `main` are properly reviewed before being merged back to `develop`.
+
+If a merge is not detected, the main and develop branches are already in sync or an existing PR between main and develop exists, the workflow will exit without merging changes, but will create a PR if possible.
+
+#### Inputs
+
+- `repository`: Allowed repository for workflow to run in. Example `ctfpilot/hello-world`.
+- `auto_merge`: Whether to automatically merge the PR after creating it. Defaults to true. Note: Auto-merge will be skipped if the latest commit on `main` was not from a `develop` branch PR.
+- `pr_description`: Additional description to add to the PR body.
+
+#### How to use
+
+```yml
+name: "Update Develop Branch"
+
+on:
+  push:
+    branches:
+      - main
+
+jobs:
+  CLAAssistant:
+    permissions:
+      contents: read
+      pull-requests: write
+      issues: write
+    name: "Update Develop Branch"
+    uses: ctfpilot/ci/.github/workflows/develop-update.yml@<version>
+    with:
+      repository: <repository>
+```
+
 ## Contributing
 
 We welcome contributions of all kinds, from **code** and **documentation** to **bug reports** and **feedback**!