Very interesting playbook 🃏
One thing that I believe would be better is if the info about switching one of the Picture Cards for the Joker, were in the playbook itself to avoid confusion.
Also, I'm not sure, but I've noticed a small typo in the Did They Plan That? Skill. According to the rules of Cheat and Steal, it should read "you may Steal to add that card to your hand," instead of "you may Cheat to add that card to your hand."