Another day, another Hollywood liberal running his mouth from behind a game show podium. Ken Jennings, the guy who reads trivia questions on “Jeopardy!” for a living, just went full Resistance mode—again. This time, he’s out here saying he’ll vote in 2028 for any candidate who promises to “prosecute the former regime.” You know what that means: he wants Trump and his entire administration in handcuffs. Real classy, Ken.
While normal Americans are talking about the Minneapolis ICE shooting and how our law enforcement is under attack, Jennings is busy playing online activist on the left-wing social media site Bluesky. “The ‘prosecute the former regime at every level’ candidate has my vote in 2028,” he posted like it was some mic-drop moment. Pretty bold words from a guy who used to get paid to buzz in with answers about Shakespeare and state capitals.
And it’s not like this is new behavior. Jennings has a long, ugly history of trashing conservatives and making cheap shots at Trump. In 2017, he mocked Barron Trump—who was just 11 years old at the time—after the infamous Kathy Griffin stunt with the severed Trump head. That’s where Jennings decided to joke about a child thinking a pile of trash was his dad. Real high-brow stuff, right?
“Barron Trump saw a very long necktie on a heap of expired deli meat in a dumpster. He thought it was his dad & his little heart is breaking,” Jennings wrote in a since-deleted post on Twitter (now called X).
He’s also taken jabs at Trump supporters, calling a grieving mom an “awful MAGA grandma” just because she shared a sweet memory of her son. And let’s not forget he backed Bernie Sanders and Elizabeth Warren in 2020. So yeah, this guy’s not exactly a moderate.
Let’s be honest: Ken Jennings should probably stick to trivia and keep his political fantasies off the internet. But if you want to see the smug post that kicked off the latest firestorm, check out this post Jennings hit upload on making fun of the “awful MAGA grandma” who had just lost her disabled son.