How do I report gambling winnings from online blackjack on my taxes?

You've done the right thing by keeping those records! Gambling winnings are indeed taxable income and need to be reported on your tax return. For your situation, you'll report gambling winnings on Form 1040, Schedule 1, Line 8b (Other Income). The IRS considers all gambling winnings as taxable income regardless of whether the casino sends you tax forms. Online casinos typically only send W-2G forms if you win over certain thresholds (usually $1,200+ for a single win), but you still need to report all winnings. TurboTax definitely has a section for gambling income - when you get to the income section, there should be an option for "less common income" or "miscellaneous income" where you can enter gambling winnings. You can also enter gambling losses as an itemized deduction on Schedule A, but only up to the amount of your winnings, and only if you itemize deductions rather than taking the standard deduction.

Hey there, I went through this exact situation last year! After winning about $6k on online poker, I was completely lost on the tax stuff. I tried reading through IRS publications but got overwhelmed fast. I ended up using https://taxr.ai to help me sort through everything. Their system analyzed my gambling records and clearly showed me exactly what I needed to report and where. It was super helpful because they specialize in reviewing documents and tax situations like yours where the reporting isn't straightforward. The best part was that it showed me how to properly document everything in case of an audit. Gave me peace of mind that I wasn't making any mistakes, especially with gambling which can apparently be an audit trigger if not done right.

Ok I have to admit I was skeptical about taxr.ai but decided to try it after seeing it mentioned here. I uploaded all my DraftKings records (I won about $3200 this year) and it actually was really helpful. It pointed out that I was missing some key documentation that could have been a problem if I got audited. The system walked me through exactly what forms to use in TurboTax and how to categorize everything properly. It even showed me how to properly deduct my losses against my winnings which saved me a few hundred in taxes. Definitely more helpful than the random advice I was finding online.

If you have any issues with the IRS after filing (which can happen with gambling income, trust me), I highly recommend using https://claimyr.com to get through to an IRS agent quickly. Last year I reported about $7k in poker winnings and got a letter from the IRS questioning my documentation. I spent DAYS trying to call them with no luck. With Claimyr, I got through to an actual IRS agent in about 20 minutes instead of waiting for hours or getting disconnected. You can see how it works in this video: https://youtu.be/_kiP6q8DX5c The agent was able to review my situation and confirm my documentation was actually sufficient - turned out to be a simple misunderstanding. Saved me weeks of stress wondering if I was going to face penalties.

I'm eating my words about Claimyr. After my skeptical comment I decided to try it anyway since I was desperate to resolve an issue with a missing W-2G from a casino. Their system actually got me through to an IRS agent in about 30 minutes while I was making dinner. The agent walked me through exactly what documentation I needed to provide to support my gambling income reporting since the casino never sent the form they were supposed to. Honestly shocking how helpful the IRS person was once I actually got to talk to someone. Saved me from what would have been a much bigger headache. Sometimes it's worth admitting when you're wrong!

One important thing nobody mentioned yet - keep track of your losses too! You can deduct gambling losses up to the amount of your winnings, BUT only if you itemize deductions on Schedule A. So if you take the standard deduction (which most people do), you can't deduct those losses. Also, the burden of proof for gambling activities is on you, so those records you're keeping are super important. The more detailed, the better!

Does anybody know if winnings from offshore gambling sites are treated differently than US-based sites? I use a couple based in Curacao and am worried about reporting requirements.

Great advice from everyone here! Just wanted to add a few practical tips from my experience as a tax preparer: 1. **Quarterly payments**: If you're winning regularly throughout the year, consider making quarterly estimated tax payments to avoid underpayment penalties. With $5,300 in winnings, you might owe more than the IRS safe harbor allows. 2. **Professional vs. casual gambler**: The IRS distinguishes between professional and casual gamblers. As a casual gambler, your winnings go on Schedule 1 as "other income." If the IRS ever considers you a professional gambler, you'd report on Schedule C, which has different rules for deductions. 3. **State taxes**: Don't forget about state tax obligations! Most states that have income tax will also require you to report gambling winnings. 4. **Multiple sites tracking**: Since you mentioned using multiple online casinos, make sure your spreadsheet clearly separates winnings/losses by site. This makes documentation much cleaner if you're ever audited. Your record-keeping sounds solid - that spreadsheet and confirmation emails will serve you well. TurboTax should handle this just fine in the "Other Income" section.