Personally, I’d rather go back to 1998-1999 Worlds and watch the THP greats. Even though I’m in the same boat as Josh; I also want to learn tricks from Jason Lee, I’m going through a transition where 2A is gonna be my main style so watching THP is more appropriate for me.
I’d bring a responsive classic orange with yellow caps, or blue with green caps, and all the money I could scrape together to buy apple stock. In 2001 it was under $10 per share, and right now it is over 500. I would increase my net worth by over 50 times on the trip. I might do a little research to find a better stock growth in that time, but that would allow me to live a different life upon my return. Turn $200k into $10M, and while I am at the bank, walk the dog with my plastic yoyo jam.