This is great! One feature that I use ChatGPT for is “give me the closest foreground color to X that meets AAA accessibility on Y background color”. ChatGPT that calculates it with a python script. Has been super useful. Maybe it could work on your site?
Yeah, that's the kind of use case I want to make easy!
One of the tricky parts when working with ~100 colors is how you can easily tell the tool which pairs should always contrast so it can check them automatically, instead of you having to keep selecting pairs to check.
It's simple right now though to make all colors of the same grade have the same lightness so you get easy to remember contrast guarantees e.g. green-700 will have WCAG AA contrast on grey-100, and the same for any 700 (or above) vs 100 (or below) pairing.
