I don't understand what criteria makes my winnings subject to tax. If I cash out $300 a month for 12 months... is that any different than cashing out once for $3600? I'm asking because I set a personal goal for profiting $5000 this year. I'm very cautious and have a very strict system. So no "gambling is bad" comments please.
Anyway, If I was to win that $5000 successfully... does that mean I actually need to win like $8000 or $10,000 so I have enough to cover taxes? It's pretty frustrating to know that I would have to log in so many extra hours just to fund the Uncle Sam fund.
I don't play for a living, I have a normal job and pay taxes. I just love to play, and a little extra cash on the side is nice. I already won a total of $2300 this january, but it was between three different cash-outs. I've heard that a cah out over a certain amount subject it to tax. But I don't know if I'm responsible to pay on the total of all the seperate checks i got?
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