I listen to things now and have just started getting back into it after coming to terms with my brain a bit more.

However, lately I have been listening to the "unfuck yourself" series by Gary John Bishop. It is good to listen to also, because of the Scottish accent. And while it is in the "self help" domain in many ways, I think it ticks off a few of your boxes in terms of humour and philosophy. It is also some pretty decent stuff, and has a huge amount to reflect upon. The parenting one was really interesting.