We Can't Rewind, We've Gone Too Far

I really like the Stuff You Missed In History Class podcast. If you're a completionist you may or may not enjoy the fact that episodes come out multiple times a week and there's a huge back archive at this point, but it features two very thoughtful and entertaining (IMO) hosts talking about all sorts of historical events and people of varying levels of obscurity. The topics can range from very light and fluffy (the history of pizza) to very not, but they do try to warn upfront if something is going to be heavy going or have the common trigger warnings.