diff --git a/agentic-ai/Claude/README.md b/agentic-ai/Claude/README.md
index 05cce3c..00410ea 100644
--- a/agentic-ai/Claude/README.md
+++ b/agentic-ai/Claude/README.md
@@ -78,13 +78,22 @@ After any source file edit, auto-detects and runs the project test suite. Detect
 Exits 2 on test failure (Claude sees the output) or timeout (60 s). Exits 0 silently on pass, printing timing to stderr.
 
 ### Stop: `driftcheck.sh`
-At session end, validates project conventions for all git-tracked `.sh` files:
+At session end, reports convention drift across all git-tracked `.sh` files:
 - Execute permission set
 - Shebang line present
 
-Exits 2 if violations found, injecting the list back into Claude's context.
+Drift is a **nudge, not a block**: findings go out as hook JSON
+(`{"systemMessage": …}`) with exit 0, so Claude is free to stop. A style check
+shouldn't be able to trap the agent into "fixing" a false positive — repos whose
+convention legitimately differs exempt paths via glob patterns in
+`~/.claude/hooks/driftcheck-ignore` (global) or `<repo-root>/.driftcheckignore`.
 
-Hooks use **exit 2** to block — Claude receives the stderr message as the reason.
+Exit 1 means the check itself couldn't run (`git ls-files` failed, `HOME`
+unset). That path is deliberately loud: a guard that reports "all clear" without
+having looked is worse than one that errors.
+
+The other hooks use **exit 2** to block — Claude receives the stderr message as
+the reason.
 
 ## Rules (Tip 6 hierarchical structure)
 
diff --git a/agentic-ai/Claude/TODO.md b/agentic-ai/Claude/TODO.md
index 95fb6aa..4b8b2dd 100644
--- a/agentic-ai/Claude/TODO.md
+++ b/agentic-ai/Claude/TODO.md
@@ -11,7 +11,7 @@ After a fresh install, run each check to confirm hooks and railguard are wired c
 - [ ] `post-edit-shellcheck.sh` — fires after shell script edits and blocks on shellcheck errors
 - [ ] `post-test-runner.sh` — auto-detects test suite and runs after source edits; exits 2 on failure
   - **uv projects**: `.claude/test-cmd` must use `uv run --no-sync pytest`, not bare `uv run pytest`. Without `--no-sync`, every edit triggers `uv sync` which reverts out-of-band package installs (e.g. ROCm torch back to CUDA torch). Consider patching `post-test-runner.sh` to inject `--no-sync` when it detects `uv run` in the resolved test command.
-- [ ] `driftcheck.sh` — flags `.sh` files missing execute permission or shebang at session end
+- [ ] `driftcheck.sh` — flags `.sh` files missing execute permission or shebang at session end; nudges via `systemMessage` (exit 0), never blocks the stop
 
 ### Railguard
 
diff --git a/agentic-ai/Claude/hooks/driftcheck.sh b/agentic-ai/Claude/hooks/driftcheck.sh
index 25c99a6..868d874 100755
--- a/agentic-ai/Claude/hooks/driftcheck.sh
+++ b/agentic-ai/Claude/hooks/driftcheck.sh
@@ -1,6 +1,8 @@
 #!/usr/bin/env bash
-# Stop hook: validates project conventions before Claude finishes a session.
-# Exit 2 = block stop (stderr injected back into Claude; must fix and try again).
+# Stop hook: reports shell-script convention drift when Claude finishes a session.
+# Findings are a nudge, never a block: they go out as hook JSON (systemMessage)
+# with exit 0, so the agent is free to stop. Exit 1 = the check itself could not
+# run, surfaced loudly rather than passing silently.
 #
 # Checks git-tracked .sh files for consistency:
 #   - has shebang but not executable → flag (meant to run but can't)
@@ -11,13 +13,17 @@
 # whose documented convention conflicts, e.g. scripts that are intentionally
 # non-executable because a Dockerfile chmods its copies). The hook runs from
 # the repo root regardless of where the session started, so patterns always
-# match against repo-root-relative paths.
+# match against repo-root-relative paths. validate.sh regression-tests this
+# parsing; a revert dropped it silently once already.
 set -euo pipefail
-trap 'exit 2' ERR
+
+die() { printf 'driftcheck.sh: %s\n' "$1" >&2; exit 1; }
 
 git rev-parse --git-dir &>/dev/null || exit 0
 cd "$(git rev-parse --show-toplevel)"
 
+[[ -n "${HOME:-}" ]] || die 'HOME is unset, cannot read the global ignore list'
+
 ignore_patterns=()
 for ignore_file in "$HOME/.claude/hooks/driftcheck-ignore" .driftcheckignore; do
   [[ -f "$ignore_file" ]] || continue
@@ -26,6 +32,10 @@ for ignore_file in "$HOME/.claude/hooks/driftcheck-ignore" .driftcheckignore; do
   done < "$ignore_file"
 done
 
+# A process substitution hides git's exit status from set -e, so a failed
+# listing would read as "nothing to check". Capture the list first.
+tracked=$(git ls-files '*.sh') || die 'git ls-files failed, nothing was checked'
+
 issues=()
 
 while IFS= read -r f; do
@@ -50,11 +60,13 @@ while IFS= read -r f; do
   elif $is_exec && ! $has_shebang; then
     issues+=("is executable but missing shebang: $f")
   fi
-done < <(git ls-files '*.sh')
-
-if [[ ${#issues[@]} -gt 0 ]]; then
-  printf 'driftcheck.sh: convention violations found:\n' >&2
-  printf '  - %s\n' "${issues[@]}" >&2
-  printf 'Fix these before finishing.\n' >&2
-  exit 2
-fi
+done <<< "$tracked"
+
+[[ ${#issues[@]} -gt 0 ]] || exit 0
+
+printf 'driftcheck.sh: convention drift (not blocking):\n' >&2
+printf '  - %s\n' "${issues[@]}" >&2
+
+message=$(printf 'driftcheck: %s\n' "${issues[@]}")
+message_json=$(jq -Rs . <<< "$message")
+printf '{"systemMessage":%s}\n' "$message_json"
diff --git a/agentic-ai/Claude/validate.sh b/agentic-ai/Claude/validate.sh
index e136133..87eb9d3 100755
--- a/agentic-ai/Claude/validate.sh
+++ b/agentic-ai/Claude/validate.sh
@@ -202,11 +202,55 @@ else
 fi
 rm -f "$_TMPSH"; trap - EXIT
 
-# driftcheck.sh: must pass on the current repo state
-if (cd "$REPO_DIR" && bash "$REPO_DIR/hooks/driftcheck.sh" &>/dev/null); then
-  pass "driftcheck.sh: no convention violations in repo"
+# driftcheck.sh: drift is a nudge (JSON on stdout, exit 0); non-zero means the
+# check could not run at all, which is the real failure.
+DRIFT_OUT=$(cd "$REPO_DIR" && bash "$REPO_DIR/hooks/driftcheck.sh" 2>/dev/null)
+DRIFT_RC=$?
+if [[ $DRIFT_RC -ne 0 ]]; then
+  fail "driftcheck.sh: could not run (exit $DRIFT_RC) — run hooks/driftcheck.sh directly for details"
+elif [[ -n "$DRIFT_OUT" ]]; then
+  warn "driftcheck.sh: convention drift reported — run hooks/driftcheck.sh directly for details"
 else
-  fail "driftcheck.sh: convention violations found — run hooks/driftcheck.sh directly for details"
+  pass "driftcheck.sh: no convention drift in repo"
+fi
+
+# The next three are regression tests for silent-failure modes: each one, when
+# broken, makes driftcheck.sh report "all clear" without having checked anything.
+_DRIFT_REPO=$(mktemp -d)
+trap 'rm -rf "$_DRIFT_REPO"' EXIT
+(
+  cd "$_DRIFT_REPO" || exit 1
+  git init --quiet .
+  printf '#!/usr/bin/env bash\ntrue\n' > drift.sh
+  git add drift.sh
+  git -c user.email=validate@local -c user.name=validate commit --quiet -m init
+) &>/dev/null
+
+if [[ "$(cd "$_DRIFT_REPO" && bash "$REPO_DIR/hooks/driftcheck.sh" 2>/dev/null)" == *drift.sh* ]]; then
+  pass "driftcheck.sh: flags a shebang script missing its execute bit"
+else
+  fail "driftcheck.sh: failed to flag a shebang script missing its execute bit"
+fi
+
+printf 'drift.sh\n' > "$_DRIFT_REPO/.driftcheckignore"
+if [[ -z "$(cd "$_DRIFT_REPO" && bash "$REPO_DIR/hooks/driftcheck.sh" 2>/dev/null)" ]]; then
+  pass "driftcheck.sh: honors .driftcheckignore patterns"
+else
+  fail "driftcheck.sh: .driftcheckignore patterns were not honored"
+fi
+
+printf 'CORRUPT' > "$_DRIFT_REPO/.git/index"
+if (cd "$_DRIFT_REPO" && bash "$REPO_DIR/hooks/driftcheck.sh") &>/dev/null; then
+  fail "driftcheck.sh: exits 0 when git ls-files fails (silent false negative)"
+else
+  pass "driftcheck.sh: fails loudly when git ls-files fails"
+fi
+rm -rf "$_DRIFT_REPO"; trap - EXIT
+
+if [[ "$( (cd "$REPO_DIR" && env -u HOME bash "$REPO_DIR/hooks/driftcheck.sh") 2>&1 )" == *'HOME is unset'* ]]; then
+  pass "driftcheck.sh: unset HOME fails deliberately"
+else
+  fail "driftcheck.sh: unset HOME does not fail deliberately (set -u crash?)"
 fi
 
 # ── Summary ───────────────────────────────────────────────────────────────────
diff --git a/docs/CHANGELOG.md b/docs/CHANGELOG.md
index ce5a33c..dab43bd 100644
--- a/docs/CHANGELOG.md
+++ b/docs/CHANGELOG.md
@@ -6,6 +6,37 @@ Format loosely follows [Keep a Changelog](https://keepachangelog.com). Remaining
 work lives in [TODO.md](TODO.md); the design rationale for the unified layout is
 in [UNIFICATION.md](UNIFICATION.md).
 
+## Unreleased — driftcheck as a nudge
+
+### Changed
+- `driftcheck.sh` no longer blocks the Stop hook ([#69](https://github.com/ulises-c/Computer-Setup/issues/69)).
+  Convention drift is now reported as hook JSON (`{"systemMessage": …}`) with
+  exit 0 instead of exit 2. Blocking a stop over a style check pressured the
+  agent into the mechanical fix (`chmod +x`), which for a repo whose paths had
+  drifted outside its `.driftcheckignore` globs was exactly the wrong action.
+  Exit 1 is now reserved for "the check could not run".
+
+### Fixed
+- Two silent-failure modes in `driftcheck.sh`, the follow-ups left out of scope
+  in [#65](https://github.com/ulises-c/Computer-Setup/pull/65) and tracked in
+  [#67](https://github.com/ulises-c/Computer-Setup/issues/67):
+  - A failing `git ls-files` was invisible. Feeding the loop from a process
+    substitution hid git's exit status from `set -e` and the `ERR` trap, so a
+    corrupt index produced zero lines and a clean "no violations" pass — a guard
+    reporting all-clear having checked nothing. The listing is now captured
+    before the loop and a failure exits 1 with a message.
+  - An unset `HOME` tripped `set -u` at expansion time, terminating before the
+    `ERR` trap with a bare `HOME: unbound variable`. It is now an explicit,
+    diagnosed exit 1.
+
+### Notes
+`validate.sh` grew four `driftcheck.sh` regression tests, all verified to fail
+against the pre-fix hook: it flags a shebang script missing its execute bit,
+honors `.driftcheckignore` (parsing that a revert dropped silently once
+already), fails loudly on a corrupt git index, and fails deliberately with
+`HOME` unset. The two silent-failure bugs are exactly the class that hides from
+a "run it and see" check, so each has a test that reproduces the original.
+
 ## Unreleased — shared global AGENTS.md
 
 ### Added