Currently in my rotation (apart from obv stuff like Chapo):
Struggle Session - ostensibly left-oriented pop-culture analysis, really just geekery with lefty geeks. It's sometimes very good and the hosts are all fun and likeable, but it gets a little repetitive in that they almost never seem to actually like anything, or at least, not anything new.
Champagne Sharks - a podcast designed 'to explain white people to black people'. Host @RickyRawls has been on Chapo a couple of times, which is how I heard of it. A fair amount of it is difficult for me to relate to directly, as much because I'm not American as because I'm white, I suspect, but some of it is extremely illuminating, and other parts are very gratifying in how much they validate my suspicions and criticisms of centrist and anodyne identity-only liberal BS. Recommended intro is their multi-part series The Throwaway People, which starts with the Devonte Hart atrocity (I won't say 'tragedy' because that makes it sound like an accident rather than years of child abuse culminating in a multiple murder) and uses that as a base to riff on the relative societal value of black and white people. Channel your inner Fly, basically.
Pod Damn America - new to this one, so can't really give this any kind of high-concept elevator pitch, seems to be just general current affairs/politics from a left perspective. Every episode I've listened to has been solid, though. The intro music is the theme from the SNES version of Donkey Kong Country, in case like me, it bugs you for weeks until you randomly remember.
Have been meaning to get more into The Michael Brooks Show as it seems decent, maybe a little slapdash because it's apparently a live broadcast(?). Who'd have thought the best Obama impression you'll ever hear would be a white guy, though. Felix Biederman and Brooks had this spot months ago
riffing on Obama as a Five Percenter that I still chuckle even at the memory of.