I really like We Are Not So Different. Someone here posted it once. It's about various aspects of medieval history and the hosts are lefties. But I'm way behind on episodes.

This list is also missing The Dollop.

Yesterday somebody posted about how most of everything terrible now is a consequence of failures of Reconstruction, and I was wishing there was a Revolutions podcast style retelling of the Civil War and Reconstruction as a failed revolution. Not so heavy on details of battles but what the good people were thinking the future of America might be and how they lost. I know bits but it's not a coherent story in my head.