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Question for a CPA re: gambling winnings

Posted on 1/19/22 at 1:44 pm
Posted by The Egg
Houston, TX
Member since Dec 2004
79155 posts
Posted on 1/19/22 at 1:44 pm
Trying to find the best way to handle this so I'll ask here first

Let's say I have a friend who has won a pretty large amount via a gambling website (bookmaker.eu), the site has no troubles with cashing out, however he wants to do this as best as he can to cover his tax reporting obligations and such, he doesn't want to even mess with evasion or anything like that

Cashout would be in the form of btc or a straight up bank wire.

How should this friend handle this?
Posted by eng08
Member since Jan 2013
5997 posts
Posted on 1/19/22 at 2:13 pm to
Go to the track and dig through the trash, hopefully you can find some big ticket losers to offset the win, and congrats.
Posted by iAmBatman
The Batcave
Member since Mar 2011
12382 posts
Posted on 1/19/22 at 3:04 pm to
Gambling winnings can be offset with losses.

If he can get a statement from the website showing his wins and losses for the year, he only has to pay taxes on the net winnings.
Posted by JDPndahizzy
JDP
Member since Nov 2013
6446 posts
Posted on 1/19/22 at 3:32 pm to
Stick with the bookie. Cash business.. If yours won't take large bets, he knows one that will.
Not that I would ever have a problem winning a large sum of money!
Posted by LSUFanHouston
NOLA
Member since Jul 2009
37116 posts
Posted on 1/19/22 at 3:38 pm to
The method of payment is irrelevant.

You need to report total winnings, and if you (I'm sorry, your friend) itemizes, they can itemize the losses.
Posted by Hazelnut
Member since May 2011
16433 posts
Posted on 1/19/22 at 4:44 pm to
quote:

You need to report total winnings, and if you (I'm sorry, your friend) itemizes, they can itemize the losses.


Yeah. pretty sure you have to itemize to offset your losses.
Posted by Weagle25
THE Football State.
Member since Oct 2011
46193 posts
Posted on 1/19/22 at 4:58 pm to
quote:

The method of payment is irrelevant.

Well it is somewhat relevant.

If you cash out in Bitcoin, you’d report the value of that Bitcoin same as if it’s cash.

Difference would be you need to record that because it’s now your cost basis in the Bitcoin. If you ever get rid of it, you’d have gain/loss on it.
Posted by OysterPoBoy
City of St. George
Member since Jul 2013
35202 posts
Posted on 1/19/22 at 6:29 pm to
If they have roulette bet it all on red. If he wins that will cover his taxes. If he loses, no more taxes.
Posted by LSUFanHouston
NOLA
Member since Jul 2009
37116 posts
Posted on 1/20/22 at 12:30 pm to
quote:

Well it is somewhat relevant.

If you cash out in Bitcoin, you’d report the value of that Bitcoin same as if it’s cash.

Difference would be you need to record that because it’s now your cost basis in the Bitcoin. If you ever get rid of it, you’d have gain/loss on it.



Yes.

Sorry, meant it was irrelevant in terms of dealing with taxation on the actual winnings.

If you took the winnings in BTC you are now in a capital investment and you have a new set of stuff to deal with.
Posted by Jor Jor The Dinosaur
Chicago, IL
Member since Nov 2014
6585 posts
Posted on 1/20/22 at 1:31 pm to
quote:

Go to the track and dig through the trash, hopefully you can find some big ticket losers to offset the win, and congrats.
My grandmother used to always collect our losing tickets whenever we went to the races.
Posted by Sput
Member since Mar 2020
7955 posts
Posted on 1/20/22 at 10:03 pm to
quote:

My grandmother used to always collect our losing tickets whenever we went to the races.


Apparently Granny was nailing the Pick 6’s on the days she went alone
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