hopefully someone will help you Trytrytry is a reliable guy that I imagine has pulled 20k+ before. Probably solid advice. Work with the book first and foremost.
actually I don't think he hardly ever withdraws. I think the guy has like $1,000,000 in 400 different books...much of it from contest wins ! He's a great guy, though !
If I was looking to take down a lot like that, fly down there, and bring it back....Is that possible to do?
keep it small and slow if you want to avoid taxes, however I wouldn't want a big chunk in any one single book these days.
gambling should not be taxed at all ( well maybe offshore accounts). Stuff like lottery and horse racing has already been heavily taxed before you ever buy a ticket, esp. lottery !