diff --git a/docs/superpowers/evidence/pypi-pins-bump-2026-10-22.json b/docs/superpowers/evidence/pypi-pins-bump-2026-10-22.json
new file mode 100644
index 00000000..362e3a25
--- /dev/null
+++ b/docs/superpowers/evidence/pypi-pins-bump-2026-10-22.json
@@ -0,0 +1,27 @@
+{
+  "intent": "Python pins in meta/requirements*.txt are the newest stable releases again, so the dependency-freshness gate and Pre-commit checks go green in CI.",
+  "scope": [
+    "meta/requirements.txt, meta/requirements-test.txt (anthropic, coverage, hypothesis, ruff, types-python-dateutil, websockets)",
+    "Non-goal: typescript 6.0.3 allowlist entry (unchanged, predicate still blocking)"
+  ],
+  "changes": [
+    "anthropic 1.15.0 -> 2.1.0, coverage 7.16.2 -> 7.17.0, hypothesis 6.170.2 -> 6.170.5",
+    "ruff 0.17.1 -> 0.17.2, types-python-dateutil 2.9.0.20260807 -> 2.9.0.20261021, websockets 17.2 -> 17.3"
+  ],
+  "verification": [
+    {
+      "command": "scripts/check_dependency_freshness.sh --all --strict",
+      "result": "pass",
+      "evidence": "see commit run; CI run 39843132891 listed exactly these 8 findings before the bump"
+    },
+    {
+      "command": "PYTHONPATH=<anthropic 2.1.0 target> pytest python_pkg/code_tutor/tests/test_claude_backend.py python_pkg/code_tutor/tests/test_llm_fallback.py",
+      "result": "pass",
+      "evidence": "16 passed with anthropic 2.1.0 (only importer: python_pkg/code_tutor)"
+    }
+  ],
+  "risks": [
+    "anthropic is a major bump; only code_tutor uses anthropic.Anthropic/APIError/messages.create/stream, covered by the 16 tests above"
+  ],
+  "rollback": ["git revert this commit"]
+}
diff --git a/meta/requirements-test.txt b/meta/requirements-test.txt
index 7344a8ac..511df934 100644
--- a/meta/requirements-test.txt
+++ b/meta/requirements-test.txt
@@ -21,9 +21,9 @@
 # suite itself fails loudly here on a missing import.
 # ==============================================================================
 
-anthropic==1.15.0
+anthropic==2.1.0
 beautifulsoup4==4.15.0
-coverage==7.16.2
+coverage==7.17.0
 defusedxml==0.7.1
 genanki==0.13.1
 markdownify==1.2.3
diff --git a/meta/requirements.txt b/meta/requirements.txt
index f18bf5e8..02f97f4e 100644
--- a/meta/requirements.txt
+++ b/meta/requirements.txt
@@ -6,7 +6,7 @@
 
 add-trailing-comma==4.0.0
 aiohttp==3.14.5
-anthropic==1.15.0
+anthropic==2.1.0
 autoflake==2.4.0
 autopep8==2.3.2
 bandit==1.9.4
@@ -15,7 +15,7 @@ berserk==0.14.0
 black==26.10.1
 bottle==0.13.4
 codespell==2.4.3
-coverage==7.16.2
+coverage==7.17.0
 cryptography==50.0.2
 darglint==1.8.1
 dead==2.1.0
@@ -39,7 +39,7 @@ gatelock @ git+https://github.com/kuhyx/utils@gatelock-v0.11.0#subdirectory=gate
 genanki==0.13.1
 geopandas==1.2.0
 howlongtobeatpy==1.0.24
-hypothesis==6.170.2
+hypothesis==6.170.5
 importlib-metadata==9.0.1
 interrogate==1.7.0
 # isort is deliberately not pinned: nothing here imports it (ruff's isort
@@ -77,16 +77,16 @@ radon==6.0.1
 reorder-python-imports==3.19.0
 requests==2.34.2
 rich==15.0.0
-ruff==0.17.1
+ruff==0.17.2
 # safety is deliberately not pinned: its only reference in this repo is a
 # commented-out pre-commit hook, and safety 3.8.1 declares `typer<0.26`,
 # which would hold the typer this repo actually imports below latest.
 secretstorage==3.5.0
 selenium==4.51.0
 typer==0.27.3
-types-python-dateutil==2.9.0.20260807
+types-python-dateutil==2.9.0.20261021
 types-PyYAML==6.0.12.20260906
 types-requests==2.33.0.20261006
 types-setuptools==84.0.0.20261006
 typing_extensions==4.16.0  # Self annotation on py310 target (session_autopsy store lock)
-websockets==17.2
+websockets==17.3