diff --git a/land-and-deploy/SKILL.md b/land-and-deploy/SKILL.md
index f2c3e75c7..20e96d820 100644
--- a/land-and-deploy/SKILL.md
+++ b/land-and-deploy/SKILL.md
@@ -1479,6 +1479,18 @@ Capture merge SHA:
 gh pr view --json mergeCommit -q .mergeCommit.oid
 ```
 
+Squash/rebase merge readback guard:
+- Do **not** prove success by requiring the PR head SHA to be an ancestor of the base branch. GitHub squash and rebase merges deliberately create a new commit, so `git merge-base --is-ancestor <head_sha> origin/<base>` can fail even when the PR is merged.
+- Once GitHub reports `state == "MERGED"` with a non-null `mergeCommit.oid`, treat that as authoritative. Record the merge SHA and continue.
+- If local cleanup or readback is needed, fetch the base branch and compare/sync against the merge commit, not the old PR branch commit:
+```bash
+BASE=$(gh pr view --json baseRefName -q .baseRefName)
+MERGE_SHA=$(gh pr view --json mergeCommit -q .mergeCommit.oid)
+git fetch origin "$BASE"
+git diff --quiet "$MERGE_SHA" origin/"$BASE" || git log --oneline --decorate -1 "$MERGE_SHA" origin/"$BASE"
+```
+- If the worktree is clean and only needs to stop looking diverged after a squash merge, prefer non-destructive cleanup such as `git switch --detach "$MERGE_SHA"` for throwaway task worktrees. Do not force-push or reset a user's branch unless they explicitly ask.
+
 Worktree cleanup — non-destructive, candidate-based:
 ```bash
 git worktree list --porcelain
diff --git a/land-and-deploy/SKILL.md.tmpl b/land-and-deploy/SKILL.md.tmpl
index 98976ad02..fd2fb5db1 100644
--- a/land-and-deploy/SKILL.md.tmpl
+++ b/land-and-deploy/SKILL.md.tmpl
@@ -631,6 +631,18 @@ Capture merge SHA:
 gh pr view --json mergeCommit -q .mergeCommit.oid
 ```
 
+Squash/rebase merge readback guard:
+- Do **not** prove success by requiring the PR head SHA to be an ancestor of the base branch. GitHub squash and rebase merges deliberately create a new commit, so `git merge-base --is-ancestor <head_sha> origin/<base>` can fail even when the PR is merged.
+- Once GitHub reports `state == "MERGED"` with a non-null `mergeCommit.oid`, treat that as authoritative. Record the merge SHA and continue.
+- If local cleanup or readback is needed, fetch the base branch and compare/sync against the merge commit, not the old PR branch commit:
+```bash
+BASE=$(gh pr view --json baseRefName -q .baseRefName)
+MERGE_SHA=$(gh pr view --json mergeCommit -q .mergeCommit.oid)
+git fetch origin "$BASE"
+git diff --quiet "$MERGE_SHA" origin/"$BASE" || git log --oneline --decorate -1 "$MERGE_SHA" origin/"$BASE"
+```
+- If the worktree is clean and only needs to stop looking diverged after a squash merge, prefer non-destructive cleanup such as `git switch --detach "$MERGE_SHA"` for throwaway task worktrees. Do not force-push or reset a user's branch unless they explicitly ask.
+
 Worktree cleanup — non-destructive, candidate-based:
 ```bash
 git worktree list --porcelain