I am a new AARP tax aide and we just ran into this issue on our first day. A gambler was selected at random to win a $25,000 truck. The casino put that on a 1099-Misc, but some tax preparers say you can deduct losses against that $25,000 and some say you cannot. I would be curious to see if anyone can show evidence to support one of those stances. Pvaroz, what did you win that was put on a 1099-misc?
