CGP Grey has a brilliant new video about "7 ways to maximize misery". It is an adaptation of Randy J. Paterson's book "How to Be Miserable: 40 Strategies You Already Use" - one I'll certainly be picking up now.
I have a general disdain for "self-help" or positivity/optimism type material. However, this is exactly the right way to approach the topic - both relevant and witty. It's also relevant to modern life.
Special mention for Grey's animation - there's a lot of intricate little details that relate to popular culture and history, all sharp and provocative. I'd definitely recommend watching this multiple times.