I think the common modern usage of that word is kinda an euphemism for "yucky because they're not woke enough". I've never seen it used outside that context, personally...
Caricaturing progressive ideas as some linear scale of 0 - Not Woke, 10 - Wokest is such a lame way to avoid the real points being made on a given subject.
If by “not woke enough” you mean racist, sexist, or homophobic, that what I usually assume too.