Before they changed the IRS rules I used to go to no surcharge OTB and bet the exotics on the machines putting my bets in in multiple $1 tickets. I hit 2 bets that paid over $600 for $2. One of them I had $20 on a $1,013 for $2 P4 and since each ticket was under $600 I never had to sign & collected all the money after converting the tickets to vouchers. The other time I had $10 on a trifecta that paid over $1,200 for $2. They had to fill out ten separate W-2G forms. I had 2 or 3 of the OTB clerks filling out the forms until they got the 10 W-2G done for me to sign.