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I just want to add that if you do hit a big jackpot (usually $1,200+ for slots), the casino will withhold 24% federal tax and issue you a W-2G form right there. But that doesn't mean you're done with taxes on that win! You'll still need to report it on your tax return, and depending on your tax bracket, you might owe more or potentially get some back if your actual tax rate is lower than 24%. Also, some states have their own withholding requirements for gambling winnings. In my state they take an additional 6% right away.
This actually happened to me last year. Won $3,000 on a slot machine, they withheld $720 federal tax on the spot. But when I filed my taxes, I had to pay an additional $330 because I'm in a higher tax bracket than the 24% they withheld. Definitely something to budget for if you hit a jackpot!
Exactly! Many people don't realize the withholding is just an estimate. It's similar to how tax withholding works on your paycheck - it's just an approximation of what you might owe. I actually experienced the opposite situation. I'm retired with relatively low income, so my effective tax rate is lower than 24%. When I filed my taxes after winning a small jackpot, I actually got some of the withholding back as part of my refund. But as you pointed out, if you're in a higher bracket, be prepared to pay the difference!
One thing that might help clarify the confusion is understanding that gambling taxes follow the same principle as other income - you're taxed on net profit, not gross winnings, but the reporting process can be tricky. In your example with the $1250 bet and $1500 win, you're absolutely right that your actual profit is only $250. The key issue is whether you can effectively deduct that $1250 loss against the $1500 win on your tax return. If you itemize deductions, you can deduct gambling losses up to the amount of your gambling winnings for the year. So you'd report $1500 as income but deduct $1250 as a gambling loss, leaving you taxed on the $250 profit - which is correct. The problem arises when the standard deduction is better for your situation. In that case, you'd pay taxes on the full $1500 without being able to deduct the $1250 wager, which creates exactly the scenario you described where you lose money despite "winning." This is why many casual gamblers end up paying more in taxes than they should, and why keeping detailed records of all gambling activity throughout the year is so important - it helps you determine whether itemizing might be beneficial.
The structuring point is really important - that's something you definitely need to discuss with your tax attorney. If you were making regular deposits just under $10k, that could escalate this beyond a simple underreporting issue. But here's what I want you to focus on right now: you're taking all the right steps. You're getting professional help, you're willing to be honest, and you're prepared to make things right. That puts you in a much better position than someone who tries to hide or fight it. I went through something similar a few years back (not as much money involved, but still scary). The anticipation and anxiety were honestly worse than the actual resolution. The IRS worked with me on a payment plan, and while I paid penalties, it wasn't the life-ending disaster I thought it would be. Document everything you can remember about your deposits - dates, amounts, which clients paid you. Your attorney will help you organize this properly. And try to get some sleep - I know it's hard, but you'll need to be clear-headed for your meeting.
Thanks for the perspective - it really helps to hear from someone who's been through this. I've been barely sleeping since I got that letter, so you're probably right about needing to be clear-headed. I'm trying to remember my deposit patterns now. I think most of my deposits were between $200-800 from individual jobs, with maybe a few larger ones around $1,500-2,000 when I did bigger projects. Nothing close to $10k, so hopefully that structuring thing isn't an issue for me. I've been going through my phone trying to find old text messages with clients about payments and dates. It's amazing how much you forget when you're not keeping proper records. Definitely learned my lesson about organization the hard way. Meeting with the attorney tomorrow morning. Hoping once I have a professional game plan, some of this anxiety will calm down.
You're in a tough spot, but try not to spiral into worst-case scenarios. Based on what you've described - deposit amounts between $200-2,000 from legitimate work - this doesn't sound like the kind of case that leads to criminal prosecution. The fact that you had a regular W-2 job and were doing honest work (just underreporting) works in your favor. The IRS sees a big difference between someone running an illegal business versus someone who did legitimate work but messed up their taxes. Your attorney meeting tomorrow is crucial. Come prepared with whatever documentation you can gather - even text messages with clients can help establish the legitimate nature of your work. Be completely honest about everything, including how disorganized you were with record-keeping. One thing that might help your case: if you can demonstrate that some of those bank deposits were business expenses being reimbursed (materials, gas, etc.) rather than pure profit, that reduces your actual unreported income. Your attorney can help you figure out what's reasonable to claim. The waiting and uncertainty are brutal, but you're handling this the right way. Most people in your situation end up with payment plans and penalties, not prison time.
I'm dealing with something similar right now. My long-time tax preparer retired and the new firm wants me to sign what they call a "client engagement letter" but it's basically the same thing you're describing. From what I've researched, these agreements became more common after some high-profile lawsuits where clients sued preparers for issues that weren't really the preparer's fault. The agreements help clarify who's responsible for what. That said, I'd definitely read it carefully before signing. Make sure it doesn't completely absolve them of responsibility for their own errors or negligence. A fair agreement should protect them from liability when you provide wrong information, but they should still be accountable for their own mistakes. Has your tax guy given you any guidance on what changed since the sale? Might be worth asking him directly about the new policies.
That's really helpful context about the lawsuits driving these agreements. I haven't had a chance to talk to my tax guy yet since he's been swamped with tax season, but I'll definitely ask him when things calm down. You're right about reading it carefully - I've been going through it line by line and most of it seems reasonable. There's one clause about "client acknowledges preparer is not liable for penalties or interest resulting from client-provided information" which makes sense, but then it gets a bit vague about what constitutes "client-provided information." Did your engagement letter have specific language about audit support? That's one thing I want to make sure is covered since my previous preparer always said he'd help if I got audited.
Yes, my engagement letter does include audit support - it specifies that they'll represent me for any issues directly related to their preparation of my return at no additional charge. However, if the audit reveals issues with prior years they didn't prepare, or if I failed to provide complete information, then there are additional fees. Regarding that vague language about "client-provided information" - I'd definitely ask for clarification on that. In my letter, they defined it pretty clearly as any documents, records, or verbal information I give them. The key thing is making sure they're still liable if they misinterpret or incorrectly enter information you provided accurately. One thing I learned is that you can often negotiate these agreements if something seems unreasonable. They're not set in stone, especially if you've been a long-term client. Worth having that conversation with your tax guy when he has more time.
I went through something very similar when my CPA of 15 years sold to a regional chain. The new firm immediately sent me a 4-page "service agreement" that felt more like legal protection than a service contract. After reading through it and doing some research, I learned these agreements became standard practice around 2018-2020, largely due to increased litigation against tax preparers. The COVID-era changes to tax laws also made preparers more cautious about liability. The key things I looked for in mine were: 1) Clear definition of what constitutes "reasonable care" on their part, 2) Specific language about correcting their own errors at no charge, 3) Audit representation clauses, and 4) Data security provisions. My advice? Don't sign anything that makes you uncomfortable, but also recognize that most reputable firms won't work without one nowadays. If the language seems too broad or one-sided, ask for modifications. I successfully negotiated two clauses in mine that were too vague about their responsibilities. The transition from small independent preparers to larger firms definitely changes the dynamic, but it doesn't necessarily mean worse service - just more formalized processes.
Has anyone considered whether this transaction might also trigger Form 8865 requirements instead of Form 926? If the foreign business is structured as a partnership rather than a corporation, Form 8865 would be the correct form. OP, what's the legal structure of your foreign business?
Great question about entity classification! You're absolutely right that this is crucial. @Carmen Ortiz - you mentioned it's a "family business overseas" but the specific legal structure matters enormously for US tax purposes. If it's organized as a corporation in the foreign country, you'll likely need Form 926. But if it's a partnership, LLC, or similar pass-through entity, then Form 8865 would be the correct form instead. The tricky part is that some foreign entities can elect how they want to be treated for US tax purposes (called "check-the-box" elections), so even a foreign LLC might be treated as a corporation if an election was made. Do you know what type of entity it is under local law? And more importantly, do you know if any elections have been made for US tax treatment? This will determine which forms you need to file.
This is such an important distinction that I completely overlooked initially! I'm actually not 100% sure about the exact legal structure - I know it's registered as a company in the local jurisdiction, but you're right that the US tax treatment could be different. I should probably dig into the incorporation documents to see exactly what type of entity it is and whether any elections were made for US purposes. Would the wrong form filing be considered a failure to file the correct form, or would the IRS give some credit for attempting to report the transaction? I'm worried I might pick the wrong one!
Miranda Singer
honestly if ure under like 12k for the year u probly dont owe any fed taxes anyway bc of the standard deduction so it might not matter. but def call ur job to make sure its not a mistake
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Cass Green
ā¢That's not entirely accurate. Even if you're under the standard deduction, you still have to file a return if you had any federal tax withheld that you want refunded. Also, if you have self-employment income over $400, you still have to file regardless of the standard deduction threshold.
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Freya Andersen
ā¢@Cass Green is right - even if you don t'owe taxes, you should still file to make sure everything is properly documented with the IRS. Plus, if you re'eligible for any credits like the Earned Income Credit, you could actually get money back even with zero withholding. @Simon White - definitely call your employer first though. Summer jobs at small companies sometimes have payroll issues, and it s better'to get a corrected W-2 now than deal with amended returns later. The standard deduction for 2023 was $13,850, so you re well'under that, but you still want accurate records.
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Emma Davis
Based on your income level and the fact that this was seasonal summer work, there's a good chance no federal tax withholding was actually required. The IRS withholding tables are designed to project your annual income, and if that projection falls below the standard deduction threshold, employers may not withhold federal taxes. However, I'd still recommend taking a two-step approach: First, contact your employer's payroll department to confirm they processed your W-4 correctly and that the blank field isn't a clerical error on the W-2. Second, when you file your return, you'll likely find that with only $8,750 in income, you're well below the $13,850 standard deduction for 2023, meaning you probably won't owe any federal income tax anyway. The key thing is to file your return even if you don't owe taxes - this creates a proper record with the IRS and ensures you receive any refundable credits you might be eligible for. Don't stress too much about this; seasonal workers with lower incomes commonly see zero federal withholding, and it's usually not a problem as long as the documentation is accurate.
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