I primarily use Bookmaker for my wagering, and the ** and AMEX options have served me well for depositing to avoid fees. If i were to withdraw, it'd be through bitcoin and then have to sell at an exchange. I am curious what would be the tax implications in this. Could I claim the CC deposits as bitcoin purchases and then my withdrawal as the gains? The scenario i am trying to avoid is this:
1. Deposit 2200 via CC and withdraw 4400 into electrum wallet, and then transfer to exchange for the sale. It will appear as a $4400 BTC Sale and gain but no sign of the buy on the exchanges. But if I could treat the CC deposits as BTC purchases, then i would treat the 2200 as short-term gain tax. I am just concerned if an investigation were to occur, I would have to prove those CC deposits were really for BTC purchases.
I believe the cleanest way would be to do ACH deposit from the BTC exchange account and then buy bitcoin, but my accounts normally have me waiting 15 days and i usually like a matchup before then.
I'd appreciate any advice on this. If this becomes a tax nightmare, i will just find other ways to handle wagering.
1. Deposit 2200 via CC and withdraw 4400 into electrum wallet, and then transfer to exchange for the sale. It will appear as a $4400 BTC Sale and gain but no sign of the buy on the exchanges. But if I could treat the CC deposits as BTC purchases, then i would treat the 2200 as short-term gain tax. I am just concerned if an investigation were to occur, I would have to prove those CC deposits were really for BTC purchases.
I believe the cleanest way would be to do ACH deposit from the BTC exchange account and then buy bitcoin, but my accounts normally have me waiting 15 days and i usually like a matchup before then.
I'd appreciate any advice on this. If this becomes a tax nightmare, i will just find other ways to handle wagering.