Leonardo.
I have a long held theory based on the history of the Mona Lisa (Being recognized as a genderswapped self portrait he literally entitled “the Happy one” carried around by the artist and gifted to his gay lover after death) that the artist was trans.
I would absolutely love to potentially verify this because the idea that one of the most famous paintings in the world has been a trans gender affirming portrait in plain sight of art historians this whole time with nobody cluing in and writing a proper paper about it - is just kind of the best.
Honestly I think the difference perceived by the “too woke” brigade is that a lot of the older storylines featured what felt like exceptions to the norm. Smaller instances of people being accepting. An example might be a trans person existing was a whole storyline usually with a gimmick rather than just a given that was treated as the norm that requires no explanation. Individuals being chill very rarely is their problem. It’s when someone tries to get them to change their ways and accept something as “normal” that they go bonkers
But yeah… Woke is such a non term referring to any cultural advancement of acceptance at scale that of course Star Trek was always “woke” it was culturally transformative and minority aware from the beginning