Jack Benny is someone who's not spoken about today but he was a superstar in his day and a very funny comedian. Mel Brooks remade To Be or Not To Be in the 80s but this is the version you want.
My local NPR station plays 4 hours of old time radio every Sunday evening, and they'll occasionally play Jack Benny episodes. The current host seems to have taken it upon himself to apologize to the listeners ahead of time for the 'racist' portrayal of Rochester. Makes me feel like this guy (an aging boomer who actually grew up listening to these shows) has no clue about what he's listening to. The fact that Benny even had a black character with regular speaking lines was bold, but that wasn't the end of it; Rochester was on equal footing with the rest of the cast regarding quality one-liners and the character had his own life outside his job, which he would occasionally talk about. Instead of highlighting how Benny pushed civil rights forward in his own way, this NPR show would rather lump him in with all the other racists that ruled the airwaves than lift him up as a forward-thinking agent of change.
What also doesn't get talked about with Jack Benny is how he passed his TV show time slot (and audience) into the hands of the Smothers Brothers, who really turned up the dial of social justice/awareness to eleven. Even at Jack's stated age of 39 at the time, he must have been aware of what was coming from Tommy and Dickie. He knew their act, knew they were folk music-playing hippies in sheep's clothing. The last episode of his TV show was the first episode of the Smothers Brothers Comedy Hour; I can think of no stronger of an endorsement he could have made.
As a performer and superstar, Jack's mantra was 'give the guest stars the best lines.' I think that was his approach off camera/stage as well. Definitely not how it's done now.