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The SSL error on macOS was caused because the PyPI name filter was turned on. This made every single one of the 440k names of PyPI packages a valid word in spelling. So... that needs to be turned off.
That removes the need for the SSL instructions in the contribution guide.
It also reveals a bunch of additional spelling problems. The only ones that aren't legitimate are the ones tied to a package name; for those, I've adopted the policy of:
I've also updated all the links that were raising redirects. Ideally, redirects could be raised as an error, but that doesn't appear to be an option with Sphinx.
PR Checklist: