Jason Goldman, former Chief Digital Officer in the Obama White House, joins Offline to break down "the AI election." He and Jon talk through their fears for AI in politics, the ways they wish they could have used AI during their stints in the White House, and Jon asks Jason, a former VP at Twitter, his thoughts on Elon Musk's leadership at the the app he helped build. Plus: Max and Jon talk about Sarah Silverman's lawsuit against ChatGPT and watch some very, very weird TikTok lives.

Comedian and Writer's Guild negotiator, Adam Conover joins Offline to talk about how the ethos of Silicon Valley has affected the livelihoods of writers, actors and everyone in the entertainment industry. He gives Jon a behind the scenes look at why Hollywood's workers and bosses have been so far apart in these negotiations. And they talk about the way streaming era jobs differ from cable era jobs, why, after a decade of streaming, studios look like they're starting to rebuild a version of the old cable model, and why he's not afraid of being replaced by artificial intelligence anytime soon.