Curriculum suggestions for someone looking to teach themselves contemporary philosophy

Hello LessWrong,

I just (finally) finished Good and Real, by Gary Drescher. It was a very stimulating read, and I’d like to continue learning philosophy on my own. However, I’m running into a bootstrapping problem. I don’t know what I don’t know, and therefore, I don’t know where I should get started. I’ve tried searching the LessWrong archive to see if anyone has made a post outlining a curriculum for someone looking to teach themselves the fundamentals of modern philosophy and logic, but either my Google-fu is weak or no such post exists. So, what should someone who is looking to reduce the inferential distance between themselves and modern philosophical thought read, and in what order?

Or, do you all think this is a quixotic quest that I should give up on?