In version 2.5.0 of `dev-python/pyjwt`, upstream decided it would be a good idea to have a dependency on the `types-cryptography` module when the package was imported with the `crypto` extras enabled (https://github.com/jpadilla/pyjwt/pull/784). On Gentoo, this results in a `DistributionNotFound` error when `pkg_resources` from `setuptools` is being used to import the PyJWT module with `extras==crypto`: ``` Python 3.10.8 (main, Oct 23 2022, 21:44:41) [GCC 11.3.0] on linux Type "help", "copyright", "credits" or "license" for more information. >>> __requires__ = ["PyJWT[crypto]"] >>> import pkg_resources warnings.warn( Traceback (most recent call last): File "<stdin>", line 1, in <module> File "/usr/lib/python3.10/site-packages/pkg_resources/__init__.py", line 3260, in <module> def _initialize_master_working_set(): File "/usr/lib/python3.10/site-packages/pkg_resources/__init__.py", line 3234, in _call_aside f(*args, **kwargs) File "/usr/lib/python3.10/site-packages/pkg_resources/__init__.py", line 3272, in _initialize_master_working_set working_set = WorkingSet._build_master() File "/usr/lib/python3.10/site-packages/pkg_resources/__init__.py", line 581, in _build_master ws.require(__requires__) File "/usr/lib/python3.10/site-packages/pkg_resources/__init__.py", line 909, in require needed = self.resolve(parse_requirements(requirements)) File "/usr/lib/python3.10/site-packages/pkg_resources/__init__.py", line 795, in resolve raise DistributionNotFound(req, requirers) pkg_resources.DistributionNotFound: The 'types-cryptography>=3.3.21; extra == "crypto"' distribution was not found and is required by PyJWT >>> ``` As `cryptography` was typed in more recent versions than 3.3.21 and this dependency on `types-cryptography` lead to all kinds of problems, an issue was raised upstream (https://github.com/jpadilla/pyjwt/issues/804) and consequently fixed in version 2.6.0 (https://github.com/jpadilla/pyjwt/pull/805). However, `dev-python/pyjwt-2.6.0` is currently marked as unstable and stable version 2.5.0 is not working in some situations.