Just a few:

The Pat McAfee Show - Ex-Indianapolis Colts punter Pat McAfee. Dude is hilarious and has some really good insight on the NFL.
The Lowe Post - Zach Lowe (ESPN) talks about basketball. He has a great basketball mind for sure.
Spittin' Chiclets - Part of the Barstool Sports network. Hockey podcast featuring former players.
How Did This Get Made - Jason Mantzoukas, Paul Scheer, and June Diane Raphael discuss terrible movies, sometimes with an audience.
The Bill Simmons Podcast - General sports and pop culture from The Ringer's Bill Simmons.
SWIM (Someone Who Isn't Me) - Daniel P Carter from BBC1 interviews musicians/artists. They're not frequent, but they're always good.

There are various other sports-related shows in there, but those are probably my favorites.