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Don't forget that sportsbooks are only required to report to the IRS when your winnings exceed certain thresholds (usually $600+ depending on odds), but YOU are still required to report ALL gambling winnings regardless of whether you received a W-2G form! Most of my bets fall under the reporting threshold, but I still have to declare them. Just because you didn't get a form doesn't mean you're off the hook.
Does anyone know if this applies to offshore sportsbooks too? I've been using one based in Costa Rica and they don't send any tax forms obviously. Do I still need to report these winnings?
Yes, you absolutely still need to report winnings from offshore sportsbooks! The IRS requires you to report ALL gambling income regardless of where it comes from or whether you receive tax forms. It doesn't matter if the sportsbook is based in Costa Rica, the UK, or anywhere else - if you're a U.S. taxpayer, you owe taxes on worldwide income including gambling winnings. The lack of official forms actually makes it more important to keep detailed records of your betting activity, since you won't have W-2G forms to rely on. I'd recommend keeping screenshots of your account statements and withdrawal records as documentation.
This is such a common source of confusion for new sports bettors! I went through the exact same panic last year when I realized I might owe way more in taxes than my actual profits. The key thing to understand is that when you place a winning bet, your "taxable winnings" should be calculated as the payout minus your original stake for that specific bet. So in your $1000 bet that paid $1200 example, you'd report $200 in gambling income, not $1200. However, keep in mind that you can't net your wins against losses from other bets unless you itemize deductions. Each winning bet is reported separately as income, and losses can only offset this if you choose to itemize rather than take the standard deduction. The biggest mistake people make is thinking the sportsbook's payout amount is what they owe taxes on. Always subtract your stake from winning bets when calculating taxable income. Keep detailed records of every bet - date, amount wagered, payout, and net result - because you'll need this documentation.
This is really helpful! I'm new to sports betting too and was getting overwhelmed by all the conflicting information out there. One question - you mentioned keeping detailed records of every bet. Do you recommend any specific apps or tools for tracking this, or is a simple spreadsheet sufficient? I'm worried about missing something important that could cause issues with the IRS later. Also, when you say "each winning bet is reported separately as income," does that mean I need to list out every single winning bet on my tax return, or can I sum them up by sportsbook or month?
Filed 1/28 and still stuck on processing with 2 checkmarks here too! Really hoping it moves to issued soon. Based on what everyone's sharing, it seems like late January filers are just now starting to see movement. @Amara Adebayo thanks for sharing your timeline - gives me hope that mine should update within the next week or so! π€
Same here! Filed 1/30 and been stuck on processing with 2 checkmarks for weeks now. Really appreciate everyone sharing their timelines - helps to know we're all in the same boat. @Amara Adebayo your timeline gives me hope too! Fingers crossed we all see movement soon π
Filed on 1/25 and still showing processing with the two checkmarks as well! Really helpful to see everyone's timelines here. Sounds like most late January filers are still waiting, but seeing @Amara Adebayo got issued after filing 1/29 gives me hope mine should move soon too. The waiting game is brutal when you're counting on that refund! π Will update here when mine changes status.
Not sure if this helps, but I had a similar situation a few years back. The key thing I learned is that certified mail gives you proof of MAILING, but not proof of what was INSIDE the envelope. The IRS sometimes argues that even though the envelope was timely, the return inside wasn't complete. Did your denial letter mention anything specific about the contents of your return being incomplete? Sometimes they use that as a technicality. If they're only disputing the mailing date, you have a much stronger case.
The denial letter only mentioned the filing deadline. There was no mention of incomplete contents - just that they received it after the cutoff date for refunds, even though I mailed it on the exact deadline day they specified. This makes me think it's purely about the timing and not the contents.
That's actually good news! When they only dispute the timing and not the contents, the mailbox rule applies much more straightforwardly. The courts have consistently upheld that the postmark date is what matters, not when the IRS physically receives or processes it. Since you have certified mail proof with the right date, I think your chances are excellent either through the appeals process or tax court. The IRS knows they'll lose this type of case, so they often settle once they see proper documentation.
A little shocked nobody mentioned Publication 5, "Your Appeal Rights and How to Prepare a Protest If You Don't Agree." Even though you missed the initial appeal window, you can still file what's called an "audit reconsideration" request. https://www.irs.gov/pub/irs-pdf/p5.pdf This is basically asking the IRS to take another look at your case based on new information (or in your case, information they may have overlooked - your certified mail receipt). Mail this to the EXACT address on your denial letter, not to a general IRS address. Include copies (never originals) of your certified mail receipt and a clear explanation citing IRC Section 7502 about timely mailing being timely filing.
Does this actually work though? I feel like the IRS just tosses these requests straight in the trash when you've missed the appeal deadline.
Actually, audit reconsideration requests do work! I used this exact process last year when the IRS denied my casualty loss deduction. The key is being very specific about what new information you're providing and why their original decision was wrong. In Aaron's case, the "new information" isn't really new - it's that the IRS apparently didn't properly consider his certified mail receipt when making their decision. The audit reconsideration process is designed exactly for situations like this where the taxpayer has clear documentation that contradicts the IRS's position. The success rate is actually pretty good when you have solid evidence like certified mail proof. The IRS knows these cases are losers for them in tax court, so they often just fix the error administratively rather than fight it.
Anyone know if using different brokerages for the traditional ira contribution vs the roth conversion causes any issues? I contributed to a traditional ira at Vanguard but want to convert and have the roth at fidelity.
You can absolutely do the conversion between different brokerages, but it's a bit more complicated. You'll need to do a trustee-to-trustee transfer from Vanguard to Fidelity. Call Fidelity and tell them you want to do a Roth conversion from your Vanguard Traditional IRA. They'll handle most of the paperwork and walk you through it. Just be aware it might take longer than doing it all at one brokerage, so you might end up with more earnings that'll be taxable.
Just want to add another perspective on timing - I've been doing backdoor Roth conversions for about 5 years now and have never waited more than a few days between contribution and conversion. My CPA has never raised any concerns about the step transaction doctrine, and I've never had any issues with the IRS. The key thing is proper documentation on Form 8606 as others have mentioned. Make sure you report the nondeductible contribution in Part I and the conversion in Part II. The $2 in earnings you mentioned is totally normal and expected - I usually end up with somewhere between $1-10 in gains depending on how quickly I can complete the conversion. One tip: if you're planning to do this annually, consider setting up both accounts at the same brokerage to make the process smoother. I do mine at Schwab and can complete the entire conversion online within their system, which minimizes the time the money sits earning taxable gains.
Thanks for sharing your experience! As someone new to this whole backdoor Roth process, it's really reassuring to hear from someone who's been doing it successfully for years. I'm definitely considering consolidating everything at one brokerage for next year to make it easier. Quick question - when you do the conversion online at Schwab, do you convert the exact contribution amount or do you wait to see what the balance is with any gains? I'm trying to figure out the best timing to minimize those taxable earnings while still being compliant with everything.
Alana Willis
I've been following this thread as someone who had a very similar foreign account reporting situation a few years back. What really helped me was understanding the IRS's perspective on these issues - they're primarily focused on whether taxpayers are trying to hide income or evade taxes, not whether every form was perfectly attached. Since you reported all the income and filed your FBARs correctly, you've demonstrated good faith compliance with the substantive requirements. The Schedule B omission is more of a procedural oversight than a compliance failure. One practical tip that hasn't been mentioned yet: if you do decide to consult with a tax professional about this, bring copies of your filed FBARs and the pages from your tax returns showing the foreign interest income. This will help them quickly assess that you've met the core requirements and can provide more targeted advice about whether any action is needed. The peace of mind from knowing you've handled this correctly going forward is often worth more than the stress of trying to "fix" something that may not actually need fixing.
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Mateo Gonzalez
β’This is exactly the perspective I needed to hear! As someone who's been losing sleep over this exact situation, your point about the IRS focusing on intent rather than procedural perfection really puts things in context. I've been so worried about the missing Schedule B that I almost overlooked the fact that I did everything substantively correct - all income reported, FBARs filed on time, complete transparency about the foreign accounts. When you frame it as demonstrating good faith compliance versus trying to hide something, it makes so much more sense why this wouldn't be a major concern for the IRS. Your suggestion about bringing the FBAR copies and tax return pages to a professional consultation is really practical too. I think I might do that just for final peace of mind, but this whole discussion has already made me feel so much better about the situation. Thanks for adding that reassuring perspective!
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Andre Moreau
Reading through all these responses has been incredibly reassuring! I was in a very similar situation last year where I properly reported foreign interest income and filed my FBAR correctly, but completely forgot to include Schedule B with my tax return. After going through the same anxiety you're experiencing, I ultimately decided not to file an amendment based on advice similar to what everyone here has shared. The key insight that helped me was understanding that I had met all the substantive compliance requirements - the income was reported, the FBAR disclosed the accounts to the government, and there was no attempt to hide anything. It's been over a year now and I haven't heard anything from the IRS about it. I made sure to include Schedule B properly on my next year's return and kept detailed documentation of everything. Sometimes the fear of what might happen is worse than the actual consequences, especially when you've done everything right from a substance perspective. Your situation sounds very similar to mine, and based on all the excellent advice in this thread, I think you can feel confident that you've handled the important parts correctly. Focus on getting it right going forward rather than stressing about a technical omission when you've been fully compliant with the core requirements.
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Evelyn Martinez
β’Thank you for sharing your real-world experience with this exact situation! It's so helpful to hear from someone who actually went through the same anxiety and decision-making process. The fact that it's been over a year with no issues from the IRS really validates what everyone else has been saying about substance over form. Your point about the fear being worse than the actual consequences really resonates. I've been spiraling about this "mistake" when in reality I did report everything correctly and filed all required disclosures. Reading about your experience and outcome gives me the confidence to stop second-guessing myself and just focus on doing it right going forward. I think I'm going to follow the same approach you took - keep excellent records, make sure Schedule B is included properly this year, and trust that my good faith compliance with all the substantive requirements is what really matters. Thanks for adding that reassuring real-world perspective to an already incredibly helpful discussion!
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