Earlier quoted context omitted.
I think OP was using "politically incorrect" in its original definition - i.e., speaking in a way counter to what's politically popular/accepted by the elite. Which in Startup L. Jackson's case was definitely true - he called out a lot of the Valley's cultural myopia, excesses, and failures in a way that he would have been unable to do without the pseudonymity or pretense of satire. Unfortunately the word has also be…
Wikipedia: In the early-to-mid 20th century, the phrase "politically correct" was associated with the dogmatic application of Stalinist doctrine [...] In the 1970s, the New Left began using the term "politically correct."
Thereafter, the term was often used as self-critical satire. Debra L. Shultz said that "throughout the 1970s and 1980s, the New Left, feminists, and progressives... used their term 'politically correct' ironically, as a guard against their own orthodoxy in social change efforts."
Everybody always misses that part.