diff --git a/.github/workflows/checks.yml b/.github/workflows/checks.yml
index 26b6c45b0..a4e6d8f8c 100644
--- a/.github/workflows/checks.yml
+++ b/.github/workflows/checks.yml
@@ -182,10 +182,16 @@ jobs:
 
           echo "Checking if $range can be cherry-picked onto the maintenance branch."
 
+          # Using cherry-pick preserves the history of the commits so it's normally ideal.
           git cherry-pick --allow-empty --no-commit -m 1 "$range" || (
-            echo "Merge conflicts detected with the maintenance branch!" && exit 1
+            git cherry-pick --abort
+            echo "Cannot cherry-pick onto the maintenance branch! Will try git apply."
           )
 
+          # But if an intermediary commit fails to merge cleanly then cherry-pick fails.
+          # So use a 3-way merge to apply the changes.
+          git diff c33b7c566118dfc9179a66d312f5ef36bb8a5167..526a3c747d76c1b2f61221ec56ed1e132b5e416e | git apply --3wa
+
       - name: Install Node
         if: steps.should_skip.outputs.should_skip != 'true'
         uses: actions/setup-node@v4
@@ -240,9 +246,16 @@ jobs:
 
           # Pick the freshly added commits onto the maintenance branch.
           git cherry-pick --allow-empty -m 1 "$range" || (
-            echo "Merge conflicts detected with maintenance branch! This can only happen if there is a bug in checkCanMergeToMaintenance or mergeToMaintenance or someone pushed in between!" && exit 1
+            git cherry-pick --abort
+            echo "Falling back to 3way apply!"
+          )
+
+          git diff c33b7c566118dfc9179a66d312f5ef36bb8a5167..526a3c747d76c1b2f61221ec56ed1e132b5e416e | git apply --3wa || (
+            echo "Both cherry-pick and 3way apply failed! This can only happen if there is a bug in checkCanMergeToMaintenance or mergeToMaintenance or someone pushed in between!" && exit 1
           )
 
+          git commit -m "Applied c33b7c566118dfc9179a66d312f5ef36bb8a5167..526a3c747d76c1b2f61221ec56ed1e132b5e416e"
+
       - name: Push changes
         uses: ad-m/github-push-action@master
         with: