diff --git a/pyproject.toml b/pyproject.toml
index 35c94822..e3be2a9e 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -102,7 +102,7 @@ test = [
   "pytest~=9.1.1",
   "httpx2~=2.12.0",
   "pytest-asyncio~=1.4.0",
-  "pytest-randomly~=4.1.0",
+  "pytest-randomly>=4.1,<5.1",
   "pytest-deadfixtures~=3.1.0",
   "pytest-rerunfailures~=16.3",
   "pytest-clarity~=1.0.1",
@@ -120,7 +120,7 @@ dev = [
   "sqlalchemy[mypy]~=2.0.51",
   "types-pyyaml~=6.0.12",
   "types-python-dateutil~=2.9.0",
-  "types-jwcrypto~=1.5.0",
+  "types-jwcrypto>=1.5,<1.7",
   "types-cachetools~=7.0.0.20260503",
 ]
 mddocs = [
diff --git a/uv.lock b/uv.lock
index 89068331..3570de5c 100644
--- a/uv.lock
+++ b/uv.lock
@@ -906,7 +906,7 @@ dev = [
     { name = "ruff", specifier = "~=0.16.1" },
     { name = "sqlalchemy", extras = ["mypy"], specifier = "~=2.0.51" },
     { name = "types-cachetools", specifier = "~=7.0.0.20260503" },
-    { name = "types-jwcrypto", specifier = "~=1.5.0" },
+    { name = "types-jwcrypto", specifier = ">=1.5,<1.7" },
     { name = "types-python-dateutil", specifier = "~=2.9.0" },
     { name = "types-pyyaml", specifier = "~=6.0.12" },
 ]
@@ -933,7 +933,7 @@ test = [
     { name = "pytest-clarity", specifier = "~=1.0.1" },
     { name = "pytest-deadfixtures", specifier = "~=3.1.0" },
     { name = "pytest-pretty", specifier = "~=1.3.0" },
-    { name = "pytest-randomly", specifier = "~=4.1.0" },
+    { name = "pytest-randomly", specifier = ">=4.1,<5.1" },
     { name = "pytest-rerunfailures", specifier = "~=16.3" },
     { name = "respx", specifier = "~=0.23.1" },
 ]
@@ -2198,14 +2198,14 @@ wheels = [
 
 [[package]]
 name = "pytest-randomly"
-version = "4.1.0"
+version = "5.0.0"
 source = { registry = "https://pypi.org/simple" }
 dependencies = [
     { name = "pytest" },
 ]
-sdist = { url = "https://files.pythonhosted.org/packages/27/b3/36192dacc0f470ac2cc516f73e01739c9a48a8224f76beada4f85e1c8a89/pytest_randomly-4.1.0.tar.gz", hash = "sha256:47f1d9746c3bc3efabd53ae1ebfb8bb385cf3d4df4b505b6d58d9c97a3dfe70f", size = 14302, upload-time = "2026-04-20T13:01:51.831Z" }
+sdist = { url = "https://files.pythonhosted.org/packages/01/3b/6a40e1b9d925651e601e056a97f60d8a1daeddeac03d5609be60cb4362ce/pytest_randomly-5.0.0.tar.gz", hash = "sha256:e9c575a5873ef168ddbe340ed9e97ce9edb4492ccc821e4b2ac6bb1f0ed515d2", size = 8542, upload-time = "2026-09-01T22:34:20.441Z" }
 wheels = [
-    { url = "https://files.pythonhosted.org/packages/9a/db/2df9a1fca597a273f957a559c20c2d95d629928384507b2afa43ba6909d1/pytest_randomly-4.1.0-py3-none-any.whl", hash = "sha256:f55e89e53367b090c0c053697d7f9d77595543d0e0516c93978b50c0f6b252f9", size = 8353, upload-time = "2026-04-20T13:01:50.382Z" },
+    { url = "https://files.pythonhosted.org/packages/10/b4/47e939285caad9a623d021512912ac08dc92a467ad075d179f43729d2934/pytest_randomly-5.0.0-py3-none-any.whl", hash = "sha256:8a0d4703115c0c25b38b6e129fc16b1947b9643ff26a41bc1d185d7e5a7689c1", size = 8920, upload-time = "2026-09-01T22:34:19.227Z" },
 ]
 
 [[package]]
@@ -2556,14 +2556,14 @@ wheels = [
 
 [[package]]
 name = "types-jwcrypto"
-version = "1.5.9.20260901"
+version = "1.6.0.20260903"
 source = { registry = "https://pypi.org/simple" }
 dependencies = [
     { name = "cryptography" },
 ]
-sdist = { url = "https://files.pythonhosted.org/packages/bc/0c/47e26ad2f83277064fe72ae934003720ef4bb9417a6c5b93de83492fbaaa/types_jwcrypto-1.5.9.20260901.tar.gz", hash = "sha256:f31488245bc3f8adb7395ff5194e99d77172db78df3baa0b7627fe6fcd727c63", size = 12530, upload-time = "2026-09-01T06:54:47.803Z" }
+sdist = { url = "https://files.pythonhosted.org/packages/c8/99/7a12dc08492930465ebb48b1ed2b35a63e239386130b76c64e943e6cd0e8/types_jwcrypto-1.6.0.20260903.tar.gz", hash = "sha256:d210d075c910dd5098589b7d55e7908b43fcf2e1606a05a750aa856cc4012fb9", size = 12552, upload-time = "2026-09-03T06:36:52.7Z" }
 wheels = [
-    { url = "https://files.pythonhosted.org/packages/ec/b4/7a9320b20aa0524c9d97e27376a391ba84aa14a9f197ab704a497f45abb1/types_jwcrypto-1.5.9.20260901-py3-none-any.whl", hash = "sha256:a70c1e88b23e06704c1cc5ac37f54faac1caa953276fa18187c31afe397fab43", size = 13532, upload-time = "2026-09-01T06:54:46.948Z" },
+    { url = "https://files.pythonhosted.org/packages/7f/b3/0086a54cc42b91bd4d5601f5d824ca5f6a86e09df6a8927f8587d3338211/types_jwcrypto-1.6.0.20260903-py3-none-any.whl", hash = "sha256:9a05d64392f35c5133403e2c25e64a534298c07fcde80f60571f7ad41e32959f", size = 13532, upload-time = "2026-09-03T06:36:51.89Z" },
 ]
 
 [[package]]