diff --git a/.github/scripts/check_security_requirements.py b/.github/scripts/check_security_requirements.py
new file mode 100644
index 0000000000..24ebd23789
--- /dev/null
+++ b/.github/scripts/check_security_requirements.py
@@ -0,0 +1,115 @@
+"""Check that committed security audit requirements are up to date."""
+
+from __future__ import annotations
+
+import os
+import subprocess
+import sys
+from pathlib import Path
+
+
+REPO_ROOT = Path(__file__).resolve().parents[2]
+COMMITTED_REQUIREMENTS = REPO_ROOT / ".github" / "security-audit-requirements.txt"
+DEPENDENCY_INPUTS = ("pyproject.toml", ".github/security-audit-requirements.txt")
+
+
+def _dependency_diff_refs() -> tuple[str, str]:
+    base_ref = os.environ.get("DEPENDENCY_DIFF_BASE", "").strip()
+    head_ref = os.environ.get("DEPENDENCY_DIFF_HEAD", "").strip() or "HEAD"
+    if base_ref and not set(base_ref) <= {"0"}:
+        return base_ref, head_ref
+    # Fallback when no usable base is supplied (push with an all-zero
+    # ``github.event.before``, manual dispatch, etc.). ``HEAD^`` fails on a
+    # shallow checkout or a single-commit repo; that ``git diff`` error is
+    # caught by the caller and deliberately treated as "inputs changed" so the
+    # audit runs anyway — failing safe (audit) rather than skipping silently.
+    return "HEAD^", "HEAD"
+
+
+def _dependency_inputs_changed() -> bool:
+    base_ref, head_ref = _dependency_diff_refs()
+    try:
+        result = subprocess.run(
+            [
+                "git",
+                "diff",
+                "--name-only",
+                base_ref,
+                head_ref,
+                "--",
+                *DEPENDENCY_INPUTS,
+            ],
+            check=True,
+            cwd=REPO_ROOT,
+            stderr=subprocess.PIPE,
+            stdout=subprocess.PIPE,
+            text=True,
+        )
+    except subprocess.CalledProcessError as exc:
+        print(
+            "Could not determine changed dependency inputs; checking requirements.",
+            file=sys.stderr,
+        )
+        if exc.stderr:
+            print(exc.stderr.strip(), file=sys.stderr)
+        return True
+
+    changed_inputs = [line for line in result.stdout.splitlines() if line]
+    if not changed_inputs:
+        print("Dependency audit inputs unchanged; sync check skipped.")
+        return False
+
+    print(f"Dependency audit inputs changed: {', '.join(changed_inputs)}")
+    return True
+
+
+def main() -> int:
+    if not _dependency_inputs_changed():
+        return 0
+
+    generated_requirements_env = os.environ.get("GENERATED_REQUIREMENTS", "").strip()
+    if not generated_requirements_env:
+        print(
+            "GENERATED_REQUIREMENTS must be set to the temporary output file path.",
+            file=sys.stderr,
+        )
+        return 1
+
+    generated_requirements = Path(generated_requirements_env)
+    generated_requirements.parent.mkdir(parents=True, exist_ok=True)
+
+    subprocess.run(
+        [
+            "uv",
+            "pip",
+            "compile",
+            "pyproject.toml",
+            "--extra",
+            "test",
+            "--universal",
+            "--upgrade",
+            "--generate-hashes",
+            "--quiet",
+            "--no-header",
+            "--output-file",
+            str(generated_requirements),
+        ],
+        check=True,
+        cwd=REPO_ROOT,
+    )
+
+    committed = COMMITTED_REQUIREMENTS.read_text(encoding="utf-8")
+    generated = generated_requirements.read_text(encoding="utf-8")
+    if committed == generated:
+        return 0
+
+    print(
+        "Regenerate .github/security-audit-requirements.txt with the documented "
+        "uv pip compile command.",
+        file=sys.stderr,
+    )
+    return 1
+
+
+if __name__ == "__main__":
+    raise SystemExit(main())
diff --git a/.github/security-audit-requirements.txt b/.github/security-audit-requirements.txt
new file mode 100644
index 0000000000..fa5d5b8dc8
--- /dev/null
+++ b/.github/security-audit-requirements.txt
@@ -0,0 +1,253 @@
+annotated-doc==0.0.4 \
+    --hash=sha256:571ac1dc6991c450b25a9c2d84a3705e2ae7a53467b5d111c24fa8baabbed320 \
+    --hash=sha256:fbcda96e87e9c92ad167c2e53839e57503ecfda18804ea28102353485033faa4
+    # via typer
+click==8.4.2 \
+    --hash=sha256:9a6cea6e60b17ebe0a44c5cc636d94f09bd66142c1cd7d8b4cd731c4917a15f6 \
+    --hash=sha256:e6f9f66136c816745b9d65817da91d61d957fb16e02e4dcd0552553c5a197b76
+    # via specify-cli (pyproject.toml)
+colorama==0.4.6 ; sys_platform == 'win32' \
+    --hash=sha256:08695f5cb7ed6e0531a20572697297273c47b8cae5a63ffc6d6ed5c201be6e44 \
+    --hash=sha256:4f1d9991f5acc0ca119f9d443620b77f9d6b33703e51011c16baf57afb285fc6
+    # via
+    #   click
+    #   pytest
+    #   typer
+coverage==7.15.2 \
+    --hash=sha256:075560438765b7a2ef43bf7aa7758661b53d889df47f062a31bda6c1ade553a2 \
+    --hash=sha256:0901cfe6c13bcd2302da4f83e884555d2a22bda6e4c476f09ef204ba20ca536e \
+    --hash=sha256:094dd37f3ef7b2da8b068b583d1f4c40f91c65197e16c52a71962d5d537fc5db \
+    --hash=sha256:09f5c6ec5901f667bd97dd140b5b9a2586b10efec66f46fb1e6d8135f8b95bdf \
+    --hash=sha256:0e55510bc98ae943cece9e667a6c0fe94c6a92913720dea34243657a17993d0c \
+    --hash=sha256:1121caa19159a38b5463eaae4b1e1fde81e525b15ecc5e000cd5b1a108f743a8 \
+    --hash=sha256:1268ac8fb9ddcd783d3948dbabaf80a5d53bfdaa0575e873e2139a692f797443 \
+    --hash=sha256:1473b3ba8e7ee0f076117b1a72c23f579a2b9e2bb742f48a8d86ea27ca93f91a \
+    --hash=sha256:17c432b5f73ad52ef46fb06019f6fa7c66ce381961cf0f7dfd1d3a4bd3a98145 \
+    --hash=sha256:1adac78e5abc7c5438f7a209c9ca69d06542f0bf481d728b6989ea80b813fdf9 \
+    --hash=sha256:1cd7a5beb7af3e864a13b1f0fb26efd3695da43ef0daf71e586adfffaf34d5b2 \
+    --hash=sha256:1d16e3a7104ea84f03e614611b3edbf6fb6892554b3ab0fe7fbb3f2b2ef04376 \
+    --hash=sha256:25fd15dd40a0a2c51a500d664ca29053c09c3259d998407bf982b6e114696138 \
+    --hash=sha256:2617f8799d268fabdeef42a7e89ac3a23e1deee9025427db2df970f99a89a578 \
+    --hash=sha256:26c3b04a6377fd7c09800921fa934e3a17c0020439cd59df73e73ae1d4b6a78c \
+    --hash=sha256:29c052f7c83ccfcc5c577eaae025d2e4a9bb80daf03c0ac31c996e83b000ce88 \
+    --hash=sha256:2f1ec6f304b156669cfde653b4e9a953f5de87e247ea02ac599bce0ab2744036 \
+    --hash=sha256:2fbeeeecea279727f8ac16c8e1133ddfeee793e985c86ae343d6a5ce744eef8c \
+    --hash=sha256:2ff08701be2d1556fc78b326c80a3e8042da09352ecb3819105f8e386c8a3071 \
+    --hash=sha256:38c9518b7103826c403a461544e3c2e77151e8676d06eaed85911a97e962584a \
+    --hash=sha256:3df60dc267f0a2ca23cb7a9ab1109c62b9335ffbf519fcfe167157c28c09b81d \
+    --hash=sha256:3ed010aa1b69cda8e827aabfca9866216c980e2dca82ab9a78c5f83689964c8b \
+    --hash=sha256:40f633c5c5fc783732f6312280122e859538fa24461235597c13d803ea9a108a \
+    --hash=sha256:42ec3d989421b174a2ab607c1539f24127ad362757b7f1c0c0d7a2993f7eb37b \
+    --hash=sha256:434e68d531858205895eb0d74b73d20b84260de426387d53c422a5acda2cf050 \
+    --hash=sha256:44826758cfe73fcd0e6af5deb4ba6d5417cc1d13df3acb35c93484a11160f846 \
+    --hash=sha256:4510fb9cdf6bb02dfa6af0be4a534b8102d086e22e4a33f8836df663da3d660d \
+    --hash=sha256:48ccc6395958eda89093ecdc35644c86f23a8b23a7f4d44958812b721aad67c1 \
+    --hash=sha256:4d3361879d736f469f45723c11ea1a5bbdaf1f6928f0e632c940378b5aa9b660 \
+    --hash=sha256:582edc45c2040543fef83341be23c43024a3ab3ae0c2d8bc498a06282905ad40 \
+    --hash=sha256:63022c4c8dec1d0342f05c3ede99842fe3d007689acc45e86f123a1746e4a026 \
+    --hash=sha256:67d7602480a47bdf5b675635403625553ebaa70d5a62a657c035149fd401cea0 \
+    --hash=sha256:68af907f595ab01a78f794932ff3bdf929c316d3000810d38dbc247129e26f8b \
+    --hash=sha256:6aa28cfb6488e5453b5b762d65f73aa586380f6693a04d58078ce228a29b06c0 \
+    --hash=sha256:6c0be82b4d4aa5b2704e08518e2252f3e3d110164bcca826816801052e48a7aa \
+    --hash=sha256:6f6966fc30e6f06ca8f98fb0ce51eda6b111b3ee8d066a8b1ec9e77fa06ab55d \
+    --hash=sha256:6fc448c377d6eeb00a47c673494bd9bae29280ca53987e1869e67ebedfe20658 \
+    --hash=sha256:728a33676d4c3f0db977990a4bd421dcaa3be3e53b5b6273036fff6666008e89 \
+    --hash=sha256:7466cc7ab6dc0db871d264bf99e8779f0917ee63d40730af0552f71535a6e072 \
+    --hash=sha256:77f091ea3a9cc611cd29f433565476bc1936c084ac8eee00ea0e7e70c27e4199 \
+    --hash=sha256:77f0ef5011df53a4bd1b35211ab122287f8d9b8d7aa1c4553e5c2deb24b1d446 \
+    --hash=sha256:7c63387e21ab21f512c69c9756a8c7dadd322c7275edb064064433c9a09c3743 \
+    --hash=sha256:7d29ca7bd67af6e12e74632d65f026eabc1364da5c254494cd914446a28a3ef7 \
+    --hash=sha256:7dc2950a2992cd676d35c20ae63522836deeb034f08874699d14068710af3dc1 \
+    --hash=sha256:7e8f27131dc7cd53de2c137dd207b3720919320b3c20d499dc30aa9ee6173287 \
+    --hash=sha256:81f382c5a94b434ec1f6da607edb904c76d7212e618cd4d1bc9f97bed4120ef5 \
+    --hash=sha256:835ec4e20b45f0a7f63ed78f94065aca00de033403df8377bfe8b9c6abc0a7be \
+    --hash=sha256:8bb9f4b4279187560796a4cdaca3b0a93dd97e48ee667df005f4ed9a97403688 \
+    --hash=sha256:8c726b232659cbd2ae57ade46509eb068c9bd7a06df9fcbff6fe484870006934 \
+    --hash=sha256:913b6c56e110da40e035bbd168353bf7aaa2544a5eaccea5d98a4629aac156c7 \
+    --hash=sha256:97a5c5457a9fb1d6c4e06cfb5dc835871fbfb6a6a51addc9e925bdeff5ef7440 \
+    --hash=sha256:9854ca62c152874b2060772503535be2e8f53f70b8aaa7686b094888d872f984 \
+    --hash=sha256:9911f31aad8906abe337c271343485cf20df5e70df5d2f57f9f136e7b55f26bc \
+    --hash=sha256:9b5bd92ff1ec22e535eab0de75fa6db021992791f461a2aceb7822c625a1187d \
+    --hash=sha256:9deddf09eecb717b7f980414b43d90a5b22ff3967d2949ab29cb0aa83d9e9098 \
+    --hash=sha256:9e36686f7a442185db2400b3df171aac520869faf9deb59df687d28659eda2a6 \
+    --hash=sha256:9f4432898c4bf2fba0435bbe35dd4437d7264565e5a88a21f5b49d8662a6b629 \
+    --hash=sha256:a0f47002c6eeb7c280228467a4cb0cc15ca2103a8421b986b2d3ec04a0f9bd8b \
+    --hash=sha256:a164b50081fc7357331c4024ef4d17b78ba325f8380d05f5a69599a7e05257ee \
+    --hash=sha256:a29ec5305a7335aacee2d799e3422e91e1c8a12474986e2b3b07e315c91be82f \
+    --hash=sha256:a300c6934e0989c327b9e8a1e110329da4641149f872bbe9f70168be66da76c1 \
+    --hash=sha256:a4c46b247b5d4b78f613bd89fea926d32b25c6cc61a50bd1e99ba310348f3dad \
+    --hash=sha256:a638db90c61cd219aeee65e83a24fdaa57269a741ae0cf773309208ac862cee3 \
+    --hash=sha256:a63b9e190711134d581c4d703df5df09851b1acf99792c7aacbbe9f41f0283c9 \
+    --hash=sha256:aaccad4129d735a8a4d526f26929894c9a4e8ef7034566f210b176749d6906e3 \
+    --hash=sha256:ae901f7e55ba405c84ee1cab3d3e962e4e871e4a2bcb9c90911adbd69b42ac5a \
+    --hash=sha256:afa29e2eff3d5729267e2cb2fd4ce9d61c952932fb2694e34ccb5d9540c6a296 \
+    --hash=sha256:affd532502d34c0472d0cdb181325c89f1d2c44992fef0c17e88e7b1576259a1 \
+    --hash=sha256:b171bdd71cb7ff792bf32e376173b0ace7e7963e7e57c58dfc42063a6a7174cd \
+    --hash=sha256:b868acc62aa5de3be7a9d05c2333bf8359ca987e43f9cb30ff8fbda6a024ab73 \
+    --hash=sha256:b9a6367e4aff723e8ee8190836836124284e8fcd4265e307c844010cfa074f3f \
+    --hash=sha256:bbc808daf4f5cd567af8075ecc72d21c6dfef9a254709a621a84c217c935ebc0 \
+    --hash=sha256:bbf44513ceb1589e31948e20eafbde9deaface90e1a1afa5f5f77b4423d17ce6 \
+    --hash=sha256:bcc0aae933921d03096f53b0b03eeb702129fd406dee59f08d2efacc68681fa5 \
+    --hash=sha256:bfd341ccf78128e72c094bc70cc25b3ef309c33c7c2c66ba3ed4309549e02de1 \
+    --hash=sha256:c6a98d698f9e2c8008d0370ec7fc452ebfcc530002ae2d0061170d768b992589 \
+    --hash=sha256:cb0fddaa6884be6aae36ced9544b5e90f7d5f03845a2853bf47a14953a4e8688 \
+    --hash=sha256:cee0f89f4767a6057c8fbf168f8135f18be651300496086bd873e3189fed0487 \
+    --hash=sha256:d17d7512151fedfcc64c1821a8977fc9be0dbf495754669afcab7b57abc98ae9 \
+    --hash=sha256:d46e62cb35d91e6e2589fda6d28074426b0e276422b5d2ebef2c6b11dc60dbfd \
+    --hash=sha256:d50dd325e18ec25bfcc10cd7f99b04df1ab9ec76b0918c260e60817ad0643dee \
+    --hash=sha256:db9c8438057e5b0f6a22a0af99c0c1d26b57fbbdbd1be5861ddb8f897fcc3a2d \
+    --hash=sha256:dee88b1ed88587abd8c0269a1fc1f4cc77f7750d1dfde2869e2a123af420e67d \
+    --hash=sha256:dfd3db045e95960ae3683059571e597fda7cc610106a8916f77c5839048c1deb \
+    --hash=sha256:e26ff680768b8095e8874aabe0e9d3a47a2a9f176a8340d05f8604c56457c23a \
+    --hash=sha256:e370c12133095ff18432de8c044962be85a5a96d90c6fcbce8e17e76236d2328 \
+    --hash=sha256:e38def96ad59853824c97953fdcd2c320a84ba3ce99b417db78af8bb6c3db635 \
+    --hash=sha256:e8f91bce78e32343af184c3b7fa28fcf5a9e2641f4b6623d392038f804939188 \
+    --hash=sha256:eb6bcae8d1a9d305351ecb108232441d11c5cfe9de840a04388ba5d2db8d735c \
+    --hash=sha256:f653e5d7248c1191ec988a85c72edeab46c3ff44f90639a4ed4874ec0be90243 \
+    --hash=sha256:fe41909c9515c3bfdb5f02c4d1f857dba322d9a9a1178069b91eea77889df63a
+    # via pytest-cov
+iniconfig==2.3.0 \
+    --hash=sha256:c76315c77db068650d49c5b56314774a7804df16fee4402c1f19d6d15d8c4730 \
+    --hash=sha256:f631c04d2c48c52b84d0d0549c99ff3859c98df65b3101406327ecc7d53fbf12
+    # via pytest
+json5==0.15.0 \
+    --hash=sha256:56636a30c0e8a4665fe2179c0212f32eae3796dea89ea6f649b9436ecdb39618 \
+    --hash=sha256:7424d1f1eb1d56da6e3d70643f53619862b4ce81440bdb8ecfd6f875e5ba4a71
+    # via specify-cli (pyproject.toml)
+markdown-it-py==4.2.0 \
+    --hash=sha256:04a21681d6fbb623de53f6f364d352309d4094dd4194040a10fd51833e418d49 \
+    --hash=sha256:9f7ebbcd14fe59494226453aed97c1070d83f8d24b6fc3a3bcf9a38092641c4a
+    # via rich
+mdurl==0.1.2 \
+    --hash=sha256:84008a41e51615a49fc9966191ff91509e3c40b939176e643fd50a5c2196b8f8 \
+    --hash=sha256:bb413d29f5eea38f31dd4754dd7377d4465116fb207585f97bf925588687c1ba
+    # via markdown-it-py
+packaging==26.2 \
+    --hash=sha256:5fc45236b9446107ff2415ce77c807cee2862cb6fac22b8a73826d0693b0980e \
+    --hash=sha256:ff452ff5a3e828ce110190feff1178bb1f2ea2281fa2075aadb987c2fb221661
+    # via
+    #   specify-cli (pyproject.toml)
+    #   pytest
+pathspec==1.1.1 \
+    --hash=sha256:17db5ecd524104a120e173814c90367a96a98d07c45b2e10c2f3919fff91bf5a \
+    --hash=sha256:a00ce642f577bf7f473932318056212bc4f8bfdf53128c78bbd5af0b9b20b189
+    # via specify-cli (pyproject.toml)
+platformdirs==4.11.0 \
+    --hash=sha256:0555d18370482847566ffabcaa53ad7c6c1c29f195989ae1ed634a05f76ea1e0 \
+    --hash=sha256:360ccded2b7fce0af0ff80cc8f5942a1c5d99b0e856033acb030bfc634709e74
+    # via specify-cli (pyproject.toml)
+pluggy==1.6.0 \
+    --hash=sha256:7dcc130b76258d33b90f61b658791dede3486c3e6bfb003ee5c9bfb396dd22f3 \
+    --hash=sha256:e920276dd6813095e9377c0bc5566d94c932c33b27a3e3945d8389c374dd4746
+    # via
+    #   pytest
+    #   pytest-cov
+pygments==2.20.0 \
+    --hash=sha256:6757cd03768053ff99f3039c1a36d6c0aa0b263438fcab17520b30a303a82b5f \
+    --hash=sha256:81a9e26dd42fd28a23a2d169d86d7ac03b46e2f8b59ed4698fb4785f946d0176
+    # via
+    #   pytest
+    #   rich
+pytest==9.1.1 \
+    --hash=sha256:1088fbde8f2b49d95a549a195707afa7a76a3ce9bcadc26b6d71f0ffda5fe313 \
+    --hash=sha256:37a86b45efb9a47a61a36449063e8e18d0cab3161329fc099eb21783169c4f0c
+    # via
+    #   specify-cli (pyproject.toml)
+    #   pytest-cov
+pytest-cov==7.1.0 \
+    --hash=sha256:30674f2b5f6351aa09702a9c8c364f6a01c27aae0c1366ae8016160d1efc56b2 \
+    --hash=sha256:a0461110b7865f9a271aa1b51e516c9a95de9d696734a2f71e3e78f46e1d4678
+    # via specify-cli (pyproject.toml)
+pyyaml==6.0.3 \
+    --hash=sha256:00c4bdeba853cc34e7dd471f16b4114f4162dc03e6b7afcc2128711f0eca823c \
+    --hash=sha256:0150219816b6a1fa26fb4699fb7daa9caf09eb1999f3b70fb6e786805e80375a \
+    --hash=sha256:02893d100e99e03eda1c8fd5c441d8c60103fd175728e23e431db1b589cf5ab3 \
+    --hash=sha256:02ea2dfa234451bbb8772601d7b8e426c2bfa197136796224e50e35a78777956 \
+    --hash=sha256:0f29edc409a6392443abf94b9cf89ce99889a1dd5376d94316ae5145dfedd5d6 \
+    --hash=sha256:10892704fc220243f5305762e276552a0395f7beb4dbf9b14ec8fd43b57f126c \
+    --hash=sha256:16249ee61e95f858e83976573de0f5b2893b3677ba71c9dd36b9cf8be9ac6d65 \
+    --hash=sha256:1d37d57ad971609cf3c53ba6a7e365e40660e3be0e5175fa9f2365a379d6095a \
+    --hash=sha256:1ebe39cb5fc479422b83de611d14e2c0d3bb2a18bbcb01f229ab3cfbd8fee7a0 \
+    --hash=sha256:214ed4befebe12df36bcc8bc2b64b396ca31be9304b8f59e25c11cf94a4c033b \
+    --hash=sha256:2283a07e2c21a2aa78d9c4442724ec1eb15f5e42a723b99cb3d822d48f5f7ad1 \
+    --hash=sha256:22ba7cfcad58ef3ecddc7ed1db3409af68d023b7f940da23c6c2a1890976eda6 \
+    --hash=sha256:27c0abcb4a5dac13684a37f76e701e054692a9b2d3064b70f5e4eb54810553d7 \
+    --hash=sha256:28c8d926f98f432f88adc23edf2e6d4921ac26fb084b028c733d01868d19007e \
+    --hash=sha256:2e71d11abed7344e42a8849600193d15b6def118602c4c176f748e4583246007 \
+    --hash=sha256:34d5fcd24b8445fadc33f9cf348c1047101756fd760b4dacb5c3e99755703310 \
+    --hash=sha256:37503bfbfc9d2c40b344d06b2199cf0e96e97957ab1c1b546fd4f87e53e5d3e4 \
+    --hash=sha256:3c5677e12444c15717b902a5798264fa7909e41153cdf9ef7ad571b704a63dd9 \
+    --hash=sha256:3ff07ec89bae51176c0549bc4c63aa6202991da2d9a6129d7aef7f1407d3f295 \
+    --hash=sha256:41715c910c881bc081f1e8872880d3c650acf13dfa8214bad49ed4cede7c34ea \
+    --hash=sha256:418cf3f2111bc80e0933b2cd8cd04f286338bb88bdc7bc8e6dd775ebde60b5e0 \
+    --hash=sha256:44edc647873928551a01e7a563d7452ccdebee747728c1080d881d68af7b997e \
+    --hash=sha256:4a2e8cebe2ff6ab7d1050ecd59c25d4c8bd7e6f400f5f82b96557ac0abafd0ac \
+    --hash=sha256:4ad1906908f2f5ae4e5a8ddfce73c320c2a1429ec52eafd27138b7f1cbe341c9 \
+    --hash=sha256:501a031947e3a9025ed4405a168e6ef5ae3126c59f90ce0cd6f2bfc477be31b7 \
+    --hash=sha256:5190d403f121660ce8d1d2c1bb2ef1bd05b5f68533fc5c2ea899bd15f4399b35 \
+    --hash=sha256:5498cd1645aa724a7c71c8f378eb29ebe23da2fc0d7a08071d89469bf1d2defb \
+    --hash=sha256:5cf4e27da7e3fbed4d6c3d8e797387aaad68102272f8f9752883bc32d61cb87b \
+    --hash=sha256:5e0b74767e5f8c593e8c9b5912019159ed0533c70051e9cce3e8b6aa699fcd69 \
+    --hash=sha256:5ed875a24292240029e4483f9d4a4b8a1ae08843b9c54f43fcc11e404532a8a5 \
+    --hash=sha256:5fcd34e47f6e0b794d17de1b4ff496c00986e1c83f7ab2fb8fcfe9616ff7477b \
+    --hash=sha256:5fdec68f91a0c6739b380c83b951e2c72ac0197ace422360e6d5a959d8d97b2c \
+    --hash=sha256:6344df0d5755a2c9a276d4473ae6b90647e216ab4757f8426893b5dd2ac3f369 \
+    --hash=sha256:64386e5e707d03a7e172c0701abfb7e10f0fb753ee1d773128192742712a98fd \
+    --hash=sha256:652cb6edd41e718550aad172851962662ff2681490a8a711af6a4d288dd96824 \
+    --hash=sha256:66291b10affd76d76f54fad28e22e51719ef9ba22b29e1d7d03d6777a9174198 \
+    --hash=sha256:66e1674c3ef6f541c35191caae2d429b967b99e02040f5ba928632d9a7f0f065 \
+    --hash=sha256:6adc77889b628398debc7b65c073bcb99c4a0237b248cacaf3fe8a557563ef6c \
+    --hash=sha256:79005a0d97d5ddabfeeea4cf676af11e647e41d81c9a7722a193022accdb6b7c \
+    --hash=sha256:7c6610def4f163542a622a73fb39f534f8c101d690126992300bf3207eab9764 \
+    --hash=sha256:7f047e29dcae44602496db43be01ad42fc6f1cc0d8cd6c83d342306c32270196 \
+    --hash=sha256:8098f252adfa6c80ab48096053f512f2321f0b998f98150cea9bd23d83e1467b \
+    --hash=sha256:850774a7879607d3a6f50d36d04f00ee69e7fc816450e5f7e58d7f17f1ae5c00 \
+    --hash=sha256:8d1fab6bb153a416f9aeb4b8763bc0f22a5586065f86f7664fc23339fc1c1fac \
+    --hash=sha256:8da9669d359f02c0b91ccc01cac4a67f16afec0dac22c2ad09f46bee0697eba8 \
+    --hash=sha256:8dc52c23056b9ddd46818a57b78404882310fb473d63f17b07d5c40421e47f8e \
+    --hash=sha256:9149cad251584d5fb4981be1ecde53a1ca46c891a79788c0df828d2f166bda28 \
+    --hash=sha256:93dda82c9c22deb0a405ea4dc5f2d0cda384168e466364dec6255b293923b2f3 \
+    --hash=sha256:96b533f0e99f6579b3d4d4995707cf36df9100d67e0c8303a0c55b27b5f99bc5 \
+    --hash=sha256:9c57bb8c96f6d1808c030b1687b9b5fb476abaa47f0db9c0101f5e9f394e97f4 \
+    --hash=sha256:9c7708761fccb9397fe64bbc0395abcae8c4bf7b0eac081e12b809bf47700d0b \
+    --hash=sha256:9f3bfb4965eb874431221a3ff3fdcddc7e74e3b07799e0e84ca4a0f867d449bf \
+    --hash=sha256:a33284e20b78bd4a18c8c2282d549d10bc8408a2a7ff57653c0cf0b9be0afce5 \
+    --hash=sha256:a80cb027f6b349846a3bf6d73b5e95e782175e52f22108cfa17876aaeff93702 \
+    --hash=sha256:b30236e45cf30d2b8e7b3e85881719e98507abed1011bf463a8fa23e9c3e98a8 \
+    --hash=sha256:b3bc83488de33889877a0f2543ade9f70c67d66d9ebb4ac959502e12de895788 \
+    --hash=sha256:b865addae83924361678b652338317d1bd7e79b1f4596f96b96c77a5a34b34da \
+    --hash=sha256:b8bb0864c5a28024fac8a632c443c87c5aa6f215c0b126c449ae1a150412f31d \
+    --hash=sha256:ba1cc08a7ccde2d2ec775841541641e4548226580ab850948cbfda66a1befcdc \
+    --hash=sha256:bdb2c67c6c1390b63c6ff89f210c8fd09d9a1217a465701eac7316313c915e4c \
+    --hash=sha256:c1ff362665ae507275af2853520967820d9124984e0f7466736aea23d8611fba \
+    --hash=sha256:c2514fceb77bc5e7a2f7adfaa1feb2fb311607c9cb518dbc378688ec73d8292f \
+    --hash=sha256:c3355370a2c156cffb25e876646f149d5d68f5e0a3ce86a5084dd0b64a994917 \
+    --hash=sha256:c458b6d084f9b935061bc36216e8a69a7e293a2f1e68bf956dcd9e6cbcd143f5 \
+    --hash=sha256:d0eae10f8159e8fdad514efdc92d74fd8d682c933a6dd088030f3834bc8e6b26 \
+    --hash=sha256:d76623373421df22fb4cf8817020cbb7ef15c725b9d5e45f17e189bfc384190f \
+    --hash=sha256:ebc55a14a21cb14062aa4162f906cd962b28e2e9ea38f9b4391244cd8de4ae0b \
+    --hash=sha256:eda16858a3cab07b80edaf74336ece1f986ba330fdb8ee0d6c0d68fe82bc96be \
+    --hash=sha256:ee2922902c45ae8ccada2c5b501ab86c36525b883eff4255313a253a3160861c \
+    --hash=sha256:efd7b85f94a6f21e4932043973a7ba2613b059c4a000551892ac9f1d11f5baf3 \
+    --hash=sha256:f7057c9a337546edc7973c0d3ba84ddcdf0daa14533c2065749c9075001090e6 \
+    --hash=sha256:fa160448684b4e94d80416c0fa4aac48967a969efe22931448d853ada8baf926 \
+    --hash=sha256:fc09d0aa354569bc501d4e787133afc08552722d3ab34836a80547331bb5d4a0
+    # via specify-cli (pyproject.toml)
+readchar==4.2.2 \
+    --hash=sha256:92daf7e42c52b0787e6c75d01ecfb9a94f4ceff3764958b570c1dddedd47b200 \
+    --hash=sha256:e3b270fe16fc90c50ac79107700330a133dd4c63d22939f5b03b4f24564d5dd8
+    # via specify-cli (pyproject.toml)
+rich==15.0.0 \
+    --hash=sha256:33bd4ef74232fb73fe9279a257718407f169c09b78a87ad3d296f548e27de0bb \
+    --hash=sha256:edd07a4824c6b40189fb7ac9bc4c52536e9780fbbfbddf6f1e2502c31b068c36
+    # via
+    #   specify-cli (pyproject.toml)
+    #   typer
+shellingham==1.5.4 \
+    --hash=sha256:7ecfff8f2fd72616f7481040475a65b2bf8af90a56c89140852d1120324e8686 \
+    --hash=sha256:8dbca0739d487e5bd35ab3ca4b36e11c4078f3a234bfce294b0a0291363404de
+    # via typer
+typer==0.27.0 \
+    --hash=sha256:629bd12ea5d13a17148125d9a264f949eb171fb3f120f9b04d85873cab054fa5 \
+    --hash=sha256:6f4b27631e47f077871b7dc30e933ec0131c1390fbe0e387ea5574b5bac9ccf1
+    # via specify-cli (pyproject.toml)
diff --git a/.github/workflows/security.yml b/.github/workflows/security.yml
new file mode 100644
index 0000000000..099e83b476
--- /dev/null
+++ b/.github/workflows/security.yml
@@ -0,0 +1,78 @@
+name: Security Audit
+
+permissions:
+  contents: read
+
+on:
+  push:
+    branches: ["main"]
+  pull_request:
+    types: [opened, synchronize, reopened]
+  schedule:
+    - cron: "17 4 * * 1"
+  workflow_dispatch:
+
+jobs:
+  dependency-audit:
+    name: Dependency audit
+    if: ${{ github.event_name != 'schedule' }}
+    runs-on: ubuntu-latest
+    steps:
+      - name: Checkout
+        uses: actions/checkout@9c091bb21b7c1c1d1991bb908d89e4e9dddfe3e0 # v7.0.0
+        with:
+          fetch-depth: 0
+
+      - name: Install uv
+        uses: astral-sh/setup-uv@11f9893b081a58869d3b5fccaea48c9e9e46f990 # v8.3.2
+
+      - name: Set up Python
+        uses: actions/setup-python@ece7cb06caefa5fff74198d8649806c4678c61a1 # v6
+        with:
+          python-version: "3.14"
+
+      - name: Check committed audit requirements are current
+        env:
+          DEPENDENCY_DIFF_BASE: ${{ github.event.pull_request.base.sha || github.event.before || '' }}
+          DEPENDENCY_DIFF_HEAD: ${{ github.sha }}
+          GENERATED_REQUIREMENTS: ${{ runner.temp }}/security-audit-requirements.txt
+        run: python .github/scripts/check_security_requirements.py
+
+      - name: Run pip-audit (committed requirements)
+        run: uvx --from pip-audit==2.10.0 pip-audit --disable-pip --require-hashes -r .github/security-audit-requirements.txt --progress-spinner off
+
+  dependency-audit-scheduled:
+    name: Dependency audit scheduled (${{ matrix.os }}, Python ${{ matrix.python-version }})
+    if: ${{ github.event_name == 'schedule' }}
+    runs-on: ${{ matrix.os }}
+    strategy:
+      fail-fast: false
+      matrix:
+        os: [ubuntu-latest, windows-latest]
+        python-version: ["3.11", "3.12", "3.13", "3.14"]
+    steps:
+      - name: Checkout
+        uses: actions/checkout@9c091bb21b7c1c1d1991bb908d89e4e9dddfe3e0 # v7.0.0
+
+      - name: Install uv
+        uses: astral-sh/setup-uv@11f9893b081a58869d3b5fccaea48c9e9e46f990 # v8.3.2
+
+      - name: Set up Python ${{ matrix.python-version }}
+        uses: actions/setup-python@ece7cb06caefa5fff74198d8649806c4678c61a1 # v6
+        with:
+          python-version: ${{ matrix.python-version }}
+
+      # The committed .github/security-audit-requirements.txt is generated with
+      # --universal (resolves across all interpreters/platforms) and is what
+      # push/PR/workflow_dispatch runs audit. The scheduled job instead compiles
+      # per matrix entry with --python-version so it can surface advisories in
+      # wheels that only resolve on a specific interpreter (e.g. 3.11-only) —
+      # coverage the universal file may not exercise. This broadening is
+      # intentional; non-scheduled runs trade that depth for determinism against
+      # the committed snapshot.
+      - name: Compile scheduled audit requirements
+        run: |
+          uv pip compile pyproject.toml --extra test --python-version "${{ matrix.python-version }}" --upgrade --generate-hashes --quiet --output-file "${{ runner.temp }}/spec-kit-audit-requirements.txt"
+
+      - name: Run pip-audit (scheduled live resolution)
+        run: uvx --from pip-audit==2.10.0 pip-audit --disable-pip --require-hashes -r "${{ runner.temp }}/spec-kit-audit-requirements.txt" --progress-spinner off
diff --git a/CONTRIBUTING.md b/CONTRIBUTING.md
index 7cc6d28f86..8dcc6c1533 100644
--- a/CONTRIBUTING.md
+++ b/CONTRIBUTING.md
@@ -113,6 +113,27 @@ uv pip install -e ".[test]"
 > `specify_cli` to this checkout's `src/`. This matches the gotcha documented in
 > `AGENTS.md` (Common Pitfalls).
 
+#### Security checks
+
+```bash
+uvx --from pip-audit==2.10.0 pip-audit --disable-pip --require-hashes -r .github/security-audit-requirements.txt --progress-spinner off
+```
+
+This command audits the committed hashed requirements snapshot. Pull request,
+push, and manual CI runs use the same snapshot so their results stay
+deterministic. If dependency metadata changes, refresh and commit the snapshot
+before auditing it:
+
+```bash
+uv pip compile pyproject.toml --extra test --universal --upgrade --generate-hashes --quiet --no-header --output-file .github/security-audit-requirements.txt
+```
+
+The scheduled CI audit resolves the runtime and `test` extra dependency set
+across the supported Python and OS matrix to catch newly published advisories.
+Upstream package releases drift over time, so even an unrelated PR touching
+`pyproject.toml` can fail the `dependency-audit` check until the committed file
+is regenerated with the command above and re-committed.
+
 #### Shell scripts
 
 ```bash
diff --git a/tests/test_security_workflow.py b/tests/test_security_workflow.py
new file mode 100644
index 0000000000..a9e3f591bd
--- /dev/null
+++ b/tests/test_security_workflow.py
@@ -0,0 +1,349 @@
+"""Static checks for the dependency-audit security workflow."""
+
+from __future__ import annotations
+
+import importlib.util
+import re
+import subprocess
+from pathlib import Path
+
+import yaml
+
+
+REPO_ROOT = Path(__file__).resolve().parent.parent
+SECURITY_WORKFLOW = REPO_ROOT / ".github" / "workflows" / "security.yml"
+CONTRIBUTING = REPO_ROOT / "CONTRIBUTING.md"
+SECURITY_REQUIREMENTS = REPO_ROOT / ".github" / "security-audit-requirements.txt"
+SECURITY_REQUIREMENTS_SYNC_SCRIPT = (
+    REPO_ROOT / ".github" / "scripts" / "check_security_requirements.py"
+)
+
+WORKFLOW_LIVE_AUDIT_REQUIREMENTS = '"${{ runner.temp }}/spec-kit-audit-requirements.txt"'
+COMMITTED_AUDIT_REQUIREMENTS = ".github/security-audit-requirements.txt"
+WORKFLOW_COMPILE_SCHEDULED_TEST_EXTRA_DEPS = (
+    "uv pip compile pyproject.toml --extra test "
+    '--python-version "${{ matrix.python-version }}" --upgrade --generate-hashes --quiet '
+    f"--output-file {WORKFLOW_LIVE_AUDIT_REQUIREMENTS}"
+)
+LOCAL_REFRESH_TEST_EXTRA_DEPS = (
+    "uv pip compile pyproject.toml --extra test --universal --upgrade --generate-hashes "
+    f"--quiet --no-header --output-file {COMMITTED_AUDIT_REQUIREMENTS}"
+)
+WORKFLOW_SYNC_COMPILE_TEST_EXTRA_DEPS = (
+    "uv pip compile pyproject.toml --extra test --universal --upgrade --generate-hashes "
+    "--quiet --no-header --output-file"
+)
+WORKFLOW_SYNC_SCRIPT = "python .github/scripts/check_security_requirements.py"
+WORKFLOW_LIVE_PIP_AUDIT = (
+    "uvx --from pip-audit==2.10.0 pip-audit --disable-pip --require-hashes "
+    f"-r {WORKFLOW_LIVE_AUDIT_REQUIREMENTS} --progress-spinner off"
+)
+LOCAL_PIP_AUDIT = (
+    "uvx --from pip-audit==2.10.0 pip-audit --disable-pip --require-hashes "
+    f"-r {COMMITTED_AUDIT_REQUIREMENTS} --progress-spinner off"
+)
+
+
+def _load_security_workflow() -> dict:
+    return yaml.safe_load(SECURITY_WORKFLOW.read_text(encoding="utf-8"))
+
+
+def _workflow_triggers() -> dict:
+    workflow = _load_security_workflow()
+    return workflow.get("on") or workflow[True]
+
+
+def _step(job_name: str, step_name: str) -> dict:
+    workflow = _load_security_workflow()
+    for step in workflow["jobs"][job_name]["steps"]:
+        if step.get("name") == step_name:
+            return step
+    raise AssertionError(f"Step {step_name!r} not found in job {job_name!r}.")
+
+
+def _job_run_text(*job_names: str) -> str:
+    workflow = _load_security_workflow()
+    return "\n".join(
+        step.get("run", "")
+        for job_name in job_names
+        for step in workflow["jobs"][job_name]["steps"]
+    )
+
+
+def _load_sync_script():
+    spec = importlib.util.spec_from_file_location(
+        "check_security_requirements",
+        SECURITY_REQUIREMENTS_SYNC_SCRIPT,
+    )
+    assert spec is not None
+    assert spec.loader is not None
+    module = importlib.util.module_from_spec(spec)
+    spec.loader.exec_module(module)
+    return module
+
+
+class TestDependencyAuditWorkflow:
+    """Guard the dependency-audit security workflow."""
+
+    def test_dependency_audit_uses_committed_requirements_for_prs_and_pushes(self):
+        workflow = _load_security_workflow()
+        job = workflow["jobs"]["dependency-audit"]
+        committed_audit = _step("dependency-audit", "Run pip-audit (committed requirements)")
+        sync_check = _step("dependency-audit", "Check committed audit requirements are current")
+        setup_python = _step("dependency-audit", "Set up Python")
+
+        assert job["if"] == "${{ github.event_name != 'schedule' }}"
+        assert job["runs-on"] == "ubuntu-latest"
+        assert "strategy" not in job
+        assert setup_python["with"]["python-version"] == "3.14"
+        assert sync_check["env"]["DEPENDENCY_DIFF_BASE"] == (
+            "${{ github.event.pull_request.base.sha || github.event.before || '' }}"
+        )
+        assert sync_check["env"]["DEPENDENCY_DIFF_HEAD"] == "${{ github.sha }}"
+        assert sync_check["run"] == WORKFLOW_SYNC_SCRIPT
+        assert committed_audit["run"] == LOCAL_PIP_AUDIT
+
+        dependency_job_text = _job_run_text(
+            "dependency-audit",
+            "dependency-audit-scheduled",
+        )
+        protection_text = (
+            dependency_job_text
+            + "\n"
+            + SECURITY_REQUIREMENTS_SYNC_SCRIPT.read_text(encoding="utf-8")
+        )
+        assert "--generate-hashes" in protection_text
+        assert "--no-header" in protection_text
+        assert "--require-hashes" in protection_text
+        assert "--disable-pip" in protection_text
+        assert WORKFLOW_LIVE_AUDIT_REQUIREMENTS in dependency_job_text
+        assert COMMITTED_AUDIT_REQUIREMENTS in protection_text
+        assert "uv export" not in protection_text
+        assert "--frozen" not in protection_text
+        assert "--locked" not in protection_text
+        assert "uv.lock" not in protection_text
+        assert "/tmp/" not in protection_text
+
+    def test_dependency_audit_checkout_fetches_full_history_for_diff_base(self):
+        checkout = _step("dependency-audit", "Checkout")
+
+        assert checkout["with"]["fetch-depth"] == 0
+
+    def test_security_workflow_triggers(self):
+        triggers = _workflow_triggers()
+
+        assert triggers["push"]["branches"] == ["main"]
+        # Asserted by inclusion so later PRs (e.g. baseline-growth gates) can add
+        # labeled/unlabeled without rewriting this test.
+        assert {"opened", "synchronize", "reopened"} <= set(
+            triggers["pull_request"]["types"]
+        )
+        assert "workflow_dispatch" in triggers
+        assert triggers["schedule"] == [{"cron": "17 4 * * 1"}]
+
+    def test_scheduled_dependency_audit_runs_supported_python_os_matrix(self):
+        workflow = _load_security_workflow()
+        job = workflow["jobs"]["dependency-audit-scheduled"]
+        matrix = job["strategy"]["matrix"]
+        scheduled_compile = _step(
+            "dependency-audit-scheduled",
+            "Compile scheduled audit requirements",
+        )
+        scheduled_audit = _step(
+            "dependency-audit-scheduled",
+            "Run pip-audit (scheduled live resolution)",
+        )
+
+        assert job["if"] == "${{ github.event_name == 'schedule' }}"
+        assert matrix["os"] == ["ubuntu-latest", "windows-latest"]
+        assert matrix["python-version"] == ["3.11", "3.12", "3.13", "3.14"]
+        assert job["runs-on"] == "${{ matrix.os }}"
+        assert WORKFLOW_COMPILE_SCHEDULED_TEST_EXTRA_DEPS in scheduled_compile["run"]
+        assert scheduled_audit["run"] == WORKFLOW_LIVE_PIP_AUDIT
+
+    def test_pip_audit_is_pinned(self):
+        workflow_text = SECURITY_WORKFLOW.read_text(encoding="utf-8")
+
+        assert WORKFLOW_LIVE_PIP_AUDIT in workflow_text
+        assert LOCAL_PIP_AUDIT in workflow_text
+        assert re.search(r"\buvx\s+pip-audit\b", workflow_text) is None
+
+    def test_actions_are_pinned_to_full_commit_shas(self):
+        workflow = _load_security_workflow()
+        uses_refs = [
+            step["uses"]
+            for job in workflow["jobs"].values()
+            for step in job["steps"]
+            if "uses" in step
+        ]
+
+        assert uses_refs
+        for uses_ref in uses_refs:
+            assert re.search(r"@[0-9a-f]{40}$", uses_ref), uses_ref
+            assert re.search(r"@v\d+", uses_ref) is None
+
+    def test_setup_python_pin_matches_repo_standard(self):
+        workflow = _load_security_workflow()
+        security_refs = {
+            step["uses"]
+            for job in workflow["jobs"].values()
+            for step in job["steps"]
+            if step.get("uses", "").startswith("actions/setup-python@")
+        }
+        repo_standard_refs = set()
+        for workflow_path in (
+            REPO_ROOT / ".github" / "workflows" / "test.yml",
+            REPO_ROOT / ".github" / "workflows" / "publish-pypi.yml",
+        ):
+            workflow_data = yaml.safe_load(workflow_path.read_text(encoding="utf-8"))
+            repo_standard_refs.update(
+                step["uses"]
+                for job in workflow_data["jobs"].values()
+                for step in job["steps"]
+                if step.get("uses", "").startswith("actions/setup-python@")
+            )
+
+        assert len(repo_standard_refs) == 1
+        assert security_refs == repo_standard_refs
+
+    def test_setup_uv_pin_matches_repo_standard(self):
+        workflow = _load_security_workflow()
+        security_refs = {
+            step["uses"]
+            for job in workflow["jobs"].values()
+            for step in job["steps"]
+            if step.get("uses", "").startswith("astral-sh/setup-uv@")
+        }
+        test_workflow = yaml.safe_load(
+            (REPO_ROOT / ".github" / "workflows" / "test.yml").read_text(
+                encoding="utf-8"
+            )
+        )
+        repo_standard_refs = {
+            step["uses"]
+            for job in test_workflow["jobs"].values()
+            for step in job["steps"]
+            if step.get("uses", "").startswith("astral-sh/setup-uv@")
+        }
+
+        assert len(repo_standard_refs) == 1
+        assert security_refs == repo_standard_refs
+
+    def test_committed_audit_requirements_are_hashed(self):
+        requirements = SECURITY_REQUIREMENTS.read_text(encoding="utf-8")
+
+        assert "--hash=sha256:" in requirements
+        assert not requirements.startswith("#")
+        assert "pytest==" in requirements
+        assert "pytest-cov==" in requirements
+
+    def test_sync_script_skips_when_dependency_inputs_are_unchanged(self, monkeypatch, capsys):
+        sync_script = _load_sync_script()
+
+        def fake_run(command, **kwargs):
+            assert command == [
+                "git", "diff", "--name-only", "HEAD^", "HEAD", "--",
+                "pyproject.toml", ".github/security-audit-requirements.txt",
+            ]
+            assert kwargs["check"] is True
+            return subprocess.CompletedProcess(command, 0, stdout="", stderr="")
+
+        monkeypatch.setattr(sync_script.subprocess, "run", fake_run)
+
+        assert sync_script.main() == 0
+        assert "sync check skipped" in capsys.readouterr().out
+
+    def test_sync_script_uses_github_diff_refs_when_available(self, monkeypatch):
+        sync_script = _load_sync_script()
+        monkeypatch.setenv("DEPENDENCY_DIFF_BASE", "abc123")
+        monkeypatch.setenv("DEPENDENCY_DIFF_HEAD", "def456")
+
+        def fake_run(command, **_kwargs):
+            assert command == [
+                "git", "diff", "--name-only", "abc123", "def456", "--",
+                "pyproject.toml", ".github/security-audit-requirements.txt",
+            ]
+            return subprocess.CompletedProcess(command, 0, stdout="", stderr="")
+
+        monkeypatch.setattr(sync_script.subprocess, "run", fake_run)
+
+        assert sync_script._dependency_inputs_changed() is False
+
+    def test_sync_script_compiles_and_compares_when_dependency_inputs_changed(
+        self, monkeypatch, tmp_path
+    ):
+        sync_script = _load_sync_script()
+        committed_requirements = tmp_path / ".github" / "security-audit-requirements.txt"
+        generated_requirements = tmp_path / "generated-requirements.txt"
+        committed_requirements.parent.mkdir()
+        committed_requirements.write_text("pytest==1\n", encoding="utf-8")
+        compile_commands = []
+
+        monkeypatch.setattr(sync_script, "REPO_ROOT", tmp_path)
+        monkeypatch.setattr(sync_script, "COMMITTED_REQUIREMENTS", committed_requirements)
+        monkeypatch.setenv("GENERATED_REQUIREMENTS", str(generated_requirements))
+
+        def fake_run(command, **kwargs):
+            if command[0] == "git":
+                return subprocess.CompletedProcess(command, 0, stdout="pyproject.toml\n", stderr="")
+            compile_commands.append(command)
+            assert kwargs["check"] is True
+            generated_requirements.write_text("pytest==1\n", encoding="utf-8")
+            return subprocess.CompletedProcess(command, 0)
+
+        monkeypatch.setattr(sync_script.subprocess, "run", fake_run)
+
+        assert sync_script.main() == 0
+        assert len(compile_commands) == 1
+        compile_command = " ".join(compile_commands[0])
+        assert WORKFLOW_SYNC_COMPILE_TEST_EXTRA_DEPS in compile_command
+        assert "--output-file" in compile_commands[0]
+        assert str(generated_requirements) in compile_commands[0]
+
+    def test_sync_script_reports_missing_generated_requirements_env(
+        self, monkeypatch, capsys
+    ):
+        sync_script = _load_sync_script()
+        monkeypatch.delenv("GENERATED_REQUIREMENTS", raising=False)
+
+        def fake_run(command, **_kwargs):
+            if command[0] == "git":
+                return subprocess.CompletedProcess(command, 0, stdout="pyproject.toml\n", stderr="")
+            raise AssertionError("compile should not run without GENERATED_REQUIREMENTS")
+
+        monkeypatch.setattr(sync_script.subprocess, "run", fake_run)
+
+        assert sync_script.main() == 1
+        assert "GENERATED_REQUIREMENTS must be set" in capsys.readouterr().err
+
+    def test_sync_script_fails_when_generated_requirements_differ(
+        self, monkeypatch, tmp_path, capsys
+    ):
+        sync_script = _load_sync_script()
+        committed_requirements = tmp_path / ".github" / "security-audit-requirements.txt"
+        generated_requirements = tmp_path / "generated-requirements.txt"
+        committed_requirements.parent.mkdir()
+        committed_requirements.write_text("pytest==1\n", encoding="utf-8")
+
+        monkeypatch.setattr(sync_script, "REPO_ROOT", tmp_path)
+        monkeypatch.setattr(sync_script, "COMMITTED_REQUIREMENTS", committed_requirements)
+        monkeypatch.setenv("GENERATED_REQUIREMENTS", str(generated_requirements))
+
+        def fake_run(command, **_kwargs):
+            if command[0] == "git":
+                return subprocess.CompletedProcess(command, 0, stdout="pyproject.toml\n", stderr="")
+            generated_requirements.write_text("pytest==2\n", encoding="utf-8")
+            return subprocess.CompletedProcess(command, 0)
+
+        monkeypatch.setattr(sync_script.subprocess, "run", fake_run)
+
+        assert sync_script.main() == 1
+        assert "Regenerate .github/security-audit-requirements.txt" in capsys.readouterr().err
+
+    def test_contributing_documents_security_commands(self):
+        contributing_text = CONTRIBUTING.read_text(encoding="utf-8")
+
+        assert LOCAL_REFRESH_TEST_EXTRA_DEPS in contributing_text
+        assert LOCAL_PIP_AUDIT in contributing_text
+        assert "/tmp/" not in contributing_text
+        assert "uv export" not in contributing_text