What's the most you've ever won or lost gambling?

My biggest win was about $50 at poker.

My biggest loss? Well, that depends. My buy-in was only $10, but I must have been up $60 bucks at one point before losing it all.

Biggest win: $2100 from finishing 3rd in an $85+15 live poker tournament

Biggest loss: $220 from finishing out of the money in an online WSOP satellite

Overall I made a modest profit from my part-time poker career, but my hourly rate was worse than minimum wage.