sidenote: I started an "Skeptic's Guide to the Universe" Group group as I have seen multiple people now mention it..

Radio Lab, A Way With Words, Grammar Girl, Invisibilia, More Perfect, Hidden Brain, No Guitar is Safe, Song Exploder, Wait Wait Don't Tell Me, Ask Me Another, ...

The F-Plus. It's essentially an analysis of the internet with bonus jokes thrown in.

WTF, you made it weird, Tangentially Speaking, the Drunken Taoist, Duncan Trussell Family hour, Ari Schaffir's Skeptic Tank, Beautiful Anonymous, Bertcast and JRE are my favorite interview shows (although I skip Joe Rogans's MMA shows and often tune out early if hes got Crowder, Harris, Peterson or one of the other staunch white guy free speech advocates on. Otherwise he gets some of the best interviews in the business)

For entertainment/variety shows, silliness n comic ranting: The 40 year old boy, hollywood babbleon, the thrilling adventure hour, wits, Comedy Bang Bang, the Andy Daly Podcast Pilot Project, the complete guide to everything, The Smartest Man in the world, wheeler walker jr podcast

Educational/news: good job brain, freakonomics, radiolab, hardcore history, stuff you should know, ridiculous history, omnibus, this week in tech, security now, startalk, this american life and the bugle

Malcolm Gladwell Revisionist History

I listen to "In Our Time," a wonderfu British series of discussions by leading academic practitioners in all different fields. I also listen to "15-Minute History." The U. of Texas at Austin runs this series. Delightful intellectual discourse.