Yes, thank you for your comment on this gray area that I am wrestling with. I have heard this stated both ways and am in urgent need of filing 2019 taxes witha note from the IRS saying they are going to send me a bill. I had about 11 grand in separate payments for winnings over 1200 which happened 4 times and were jackpots, in which I insisted the Indian gaming Casino take some out so I wouldn’t run into this situation. An additional 5000 was reported as Misc. and put me into about a $1000 tax bill. I am 72 and obviously was suckered pretty badly, my win loss statements add up to a near -70000 and I have beenwaiting for documents reporting these wins, The casino gave me a bunch of papers saying not for tax use that showed winnings of freeplay, cash , a blanket, totallling 5000 reported as 1099 misc. They were won with players cards which require one to have a card inserted and actively gambling…called hot seat drawings with wagers. I have been at wits end trying to find a way to report this correctly and legally. The tax person who itemized my return left mewith a 1000 dollar tax bill and a 500 dollar tax prep bill. She didn’t even think that my losses could be mitigated with the huge amount of loss and did it as easy for her as she could. I said this is a write off you are ignoring to make it easy on yourself and didnt even think to itemize. Well I have done it with past tax software ( not turbo) but the software doesn't see the gray areas. My last try using another companies lousy software was just wrong but itemizing can help me with these costs if it can be entered correctly and it is reporting a 100 refund, but the summary I got was reporting pensions as W-2 earnings and is questionable. This is driving me to the poor house…and I put a ban on my gambling voluntarily. Please make me believe that if I buy your software this can fly thru the IRS’s nitpicking rules and you will make me a believer in TurboTax. please respond they are threatening to bill me for this and I need help I can believe in. Thanks
