Stewart has been asked the question incessantly for his entire career, and he always gave some kind of emphatic “no”. He switched it up a year ago and isn’t saying no anymore. Watching the Weekly Show, he really is acting like he plans to run.
Carlson is more of a long shot to run, but I don’t put it past him. If he runs for real, I think he gets it. I agree that he probably won’t. The Republican base isn’t as easily dominated by money as you think. Remember that in Trump’s first run all the money and establishment clout was against him. Thiel and Elison can run things because they have Trump on a leash.
I think you underestimate Pritzker, but I don’t see anyone else right now that can speak to both progressives and the establishment. It’s a really tricky lane to enter and he has it all to himself. We’ll have to see who else runs.




If he retires after the Democrats (hopefully) take the Senate, the Democrats damn well better block any appointment.