A lot of podcasts that are considered entertaining tend to have lots of swearing, vulgarities, and other things that aren't allowed on broadcast radio since there are no FCC rules for podcasts. But here's a good one that is entertaining and clean: Snyde Remarks Radio.
I met one of the hosts (they're married) Wendy Snyder at a Chicago radio station, and she is very cool. I also interviewed her for my podcast because she's been on the air for several years and is quite well-known locally. Her husband hosts a popular Star Wars podcast and has been working in radio for years, so they're both professional broadcasters, which means their podcast doesn't sound amateur like some others I've heard.
If you're learning English, it's also a good way to practice your listening skills for natural speech.
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