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This is a complex situation that definitely requires careful handling. Based on what others have shared, here are a few additional points to consider: **Documentation is key**: Make sure you keep every piece of paperwork from the raffle organization, including any materials that describe how they determined the $62,500 value. This could be important if you need to dispute the valuation later. **Consider the timing of your sale**: Since you're selling immediately, you might want to get multiple purchase offers to document that $59,000 is indeed the fair market value. Having 2-3 offers around the same price range could strengthen your position. **Don't forget about self-employment tax**: Depending on how the IRS classifies this income, you might also be liable for self-employment taxes on top of regular income tax. This is less common with prize winnings, but worth confirming with a professional. **State registration considerations**: Even though you're in Texas with no state income tax, you'll still need to consider vehicle registration and title transfer costs. These aren't deductible but are real expenses that eat into your proceeds. The advice about setting aside 35% seems prudent given all the potential tax implications. Better to overestimate and have money left over than scramble to find additional funds at tax time. Good luck with this situation - winning should be exciting, not stressful!
Great point about getting multiple purchase offers! I hadn't thought about that but it makes total sense to document the actual market value with several offers. That could really help if I need to justify the difference between the stated $62,500 and what I can actually get for it. The self-employment tax angle is interesting - I definitely need to ask about that when I find a tax professional. That could add another 15% or so on top of everything else, which would be brutal. One question about the documentation - should I also document the condition of the car when I received it? It's brand new so probably not an issue, but I want to make sure I'm covering all my bases. Also, do you think it matters that I'm selling to a private buyer versus a dealer? Would one look better to the IRS than the other in terms of establishing fair market value?
Documenting the car's condition is absolutely smart - take photos showing it's new/unused condition when you received it. This supports that you're not trying to hide any depreciation or damage that might affect value. Regarding private buyer vs dealer - a private sale actually might look more legitimate for establishing market value since dealers typically offer below retail. Private party sales usually reflect true market value better than trade-in values. Just make sure you have a proper bill of sale with all the buyer's information. One more tip: if you're getting multiple offers, try to get them in writing (even just texts or emails) and from different types of buyers - maybe one dealer, one private party, one from CarMax or similar. This shows you did due diligence in establishing what the car is actually worth in the current market, not just what the charity claimed it was worth. The documentation you're building could be really valuable if the IRS questions the valuation discrepancy. You want to show you acted reasonably and in good faith to determine actual market value.
I've been following this thread and there's some really solid advice here, but I want to add a few practical considerations that might help: **Get everything in writing from the raffle organizers**: Before you do anything, ask them for a detailed breakdown of how they arrived at the $62,500 valuation. Was it MSRP, dealer invoice, or actual market research? This documentation could be crucial if you need to challenge the amount later. **Consider the timing of your quarterly payments**: Since you won recently, your first estimated payment would likely be due January 15th for Q4 2024. But given the size of this income, you might want to make a payment sooner to avoid underpayment penalties. The IRS generally expects payments within the quarter you receive the income. **Don't overlook AMT implications**: With a sudden $62,500 income spike, you might trigger Alternative Minimum Tax calculations. This is another reason why professional help is worth the cost - AMT can add unexpected complexity to your tax situation. **Document EVERYTHING**: Keep records of all costs associated with this situation - appraisal fees, tax preparation costs, even storage or insurance costs while you arrange the sale. While most won't be deductible, having detailed records shows you're handling this professionally. The 35% cash reserve recommendation is spot-on. This situation has enough moving parts that professional guidance isn't just helpful - it's essential for protecting yourself from costly mistakes.
This is incredibly helpful, thank you! The quarterly payment timing is something I was really unclear on - I'll definitely look into making a payment sooner rather than waiting until January. The last thing I want is to get hit with penalties on top of everything else. The AMT angle is something I hadn't even considered. Between my regular income and this $62,500 windfall, I could definitely see that becoming an issue. That alone makes professional help seem worth it. Your point about getting the valuation breakdown from the raffle organizers is brilliant. I'm going to call them tomorrow and ask for detailed documentation of how they determined that $62,500 figure. If it's just MSRP and the actual market value is lower, that could save me thousands. One follow-up question - when you mention documenting storage/insurance costs, are you thinking these might be deductible as expenses related to disposing of the prize? Or just for record-keeping purposes in case the IRS has questions about the timeline? Thanks again for all the detailed advice. This thread has been incredibly educational and definitely convinced me that professional help is the way to go!
Hey Chloe! I totally get why you're freaking out - that message is super confusing and scary when you first get it. But honestly, you can breathe easy now! I got that exact same "return closed" message from Input Correction ERS/Rejects about a month ago and was having a full panic attack thinking they denied my refund. Turns out it's actually GOOD news! When they say "closed the return" they mean they finished fixing whatever issue was holding up your return - not that you're denied. The ERS team (Error Resolution System) handles returns that need manual review or corrections. So this message basically means "we found the problem, we fixed it, and now your return can move forward for processing." The 8:59 PM timing is totally normal too - their system sends these automated updates whenever they complete their review, even super late at night. Mine came at like 11:30 PM and I thought that was sus too lol. I ended up getting my refund deposited exactly 13 days after getting that message. Don't reply since they said not to - just keep checking Where's My Refund every couple days and your bank account. Your money is definitely coming! The waiting sucks but you're actually in the home stretch now š°š
@Adriana Cohn This is so helpful, thank you! I was literally having a panic attack when I first got that message because the wording made it sound like they were shutting down my case or something. Your explanation about ERS being the Error Resolution System makes it so much clearer - I wish the IRS would just say that instead of using confusing language! 13 days isn t'too bad at all, and knowing that so many people here went through the exact same thing and got their refunds is giving me so much relief. I m'definitely going to stop checking my bank account every 5 minutes now š Thanks for taking the time to break it all down!
I went through the exact same thing about 2 months ago and completely understand your panic! That "return closed" message from Input Correction ERS/Rejects is actually really good news, even though the wording is terrible. It means they finished reviewing whatever flagged your return and cleared it for processing - definitely NOT a denial! The ERS (Error Resolution System) team handles returns that need manual corrections or additional review. When they say "closed" they mean they completed their work and resolved whatever issue was causing the delay. It's like closing a support ticket after fixing the problem. The late night timing (8:59 PM) is totally normal for their automated system - mine came at 2:17 AM and I thought it was sketchy too lol. They just send these updates whenever they finish processing cases, regardless of the time. I got my refund deposited exactly 10 days after getting that message. Don't reply since they specifically said not to - just keep checking Where's My Refund every few days and watch your bank account. You're actually in the final stretch now! The hardest part (waiting for manual review) is over. Your money is definitely coming! š°š
@Dmitry Volkov That 2:17 AM timing is actually hilarious - I can just imagine getting woken up by that notification and thinking it was some kind of scam! It s'crazy how they make such good news sound so ominous with their wording. Your 10-day timeline is really encouraging too. I m'starting to feel so much better about this whole situation after reading everyone s'experiences here. It s'wild that so many of us went through the exact same panic over what s'apparently a totally normal and positive message. Thanks for sharing your timeline and explaining it so clearly! š
Does anyone know if IRS Form 3922 helps with these calculations? My employer provides this form for ESPP purchases but I'm not sure how to use it for tax filing.
Form 3922 is informational only - it doesn't get filed with your tax return. It gives you the FMV at the grant date and purchase date, which is exactly what you need for the calculations everyone's discussing. The form should show the prices you need to calculate your ordinary income and adjusted basis correctly.
This is exactly the kind of confusion that trips up so many people with ESPP taxes! I went through the same thing last year and made the mistake of using the subscription FMV instead of the purchase date FMV for my disqualifying disposition. The key thing to remember is that with a disqualifying disposition (selling within one year), you're essentially being taxed on the full "bargain element" - which is the difference between what the stock was actually worth when you bought it versus what you paid for it. In your case, that's $89.50 - $65.42 = $24.08 per share. The 15% discount from the subscription price is just how the ESPP program works, but for tax purposes, the IRS cares about the actual market value on the day you purchased the shares. Your ESPP Disposition Summary is correct showing $758.78 as ordinary income. One thing that helped me was keeping detailed records of all the dates and prices involved. The timing of ESPP purchases can be confusing because there's the offering period start date, the purchase date, and then your sale date - and different FMV prices apply to each for different parts of the calculation.
This is such a helpful breakdown! I'm new to dealing with ESPP taxes and I've been making the exact same mistake as the original poster. I was calculating based on just the discount percentage instead of the actual market differential. One question - when you mention keeping detailed records of all the dates and prices, do you have a recommended way to organize this? I'm anticipating having multiple ESPP purchases throughout the year and want to make sure I don't get overwhelmed when tax time comes around again. Also, is there any benefit to holding ESPP shares longer to get qualifying disposition treatment, or does it depend on your individual tax situation?
Mohammed's breakdown is exactly the right approach! I've been using a similar cell-by-cell method for years and it's so much clearer than trying to cram everything into one formula. One thing I'd add is to include a validation cell that checks if your total taxable amount exceeds 85% of your benefits - it should never go above that threshold. I use: =IF(D10>B30*0.85,"ERROR: Check calculation",D10) Also, for anyone who needs to handle mid-year benefit start dates, you'll need to prorate the thresholds based on the number of months you received benefits. The IRS has specific rules about this in Publication 915. The cell-by-cell approach also makes it easy to create scenarios - I have multiple columns for different income assumptions so I can see how various withdrawal strategies from my 401k affect my Social Security taxation. Really helps with year-end tax planning!
This is incredibly helpful! I'm new to managing Social Security taxation and was getting overwhelmed by all the nested formulas everyone was suggesting. Breaking it down step-by-step like this makes so much more sense. I especially appreciate the validation cell suggestion - that's exactly the kind of error-checking I need since I'm still learning how all these calculations work together. Quick question: when you mention prorating thresholds for mid-year benefit start dates, does that mean if I started receiving benefits in July, I would use 6/12 of the normal thresholds? Or is it more complicated than that? I'm planning ahead since I'll be starting benefits partway through next year. The scenario planning aspect sounds amazing too. Being able to see how different 401k withdrawal amounts affect my overall tax situation would be a game-changer for my retirement planning. Thanks for sharing your approach!
This is such a helpful thread! I've been putting off updating my tax planning spreadsheet because the Social Security taxation rules seemed so daunting, but seeing everyone's different approaches gives me confidence I can tackle this. I really like Mohammed's step-by-step breakdown - breaking it into separate cells makes so much more sense than trying to create one monster formula. And NeonNomad's validation cell is brilliant for catching errors. For anyone else who's been intimidated by this calculation, I think the key takeaway is that you don't need to understand every nuance of the tax code to build a working spreadsheet. Following the IRS worksheet line-by-line in Excel cells seems like the most reliable approach. One question for the group: does anyone account for state taxes on Social Security in their planning spreadsheets? I know some states don't tax SS benefits at all, but others have their own rules. I'm in Colorado and trying to figure out if I need separate calculations for state vs federal. Thanks everyone for sharing your formulas and approaches - this community is incredibly valuable for navigating these complex tax situations!
Ezra Collins
This entire discussion has been incredibly helpful! As someone new to both this community and 401k planning, I was feeling overwhelmed trying to understand why my W2 Box 1 didn't match my mental calculations. What I've learned from reading everyone's experiences is that the answer to "Does Box 1 include 401k contributions?" is actually "It depends on what TYPE of 401k contributions you're making." Traditional 401k contributions are excluded from Box 1 (reducing your taxable income), but Roth 401k contributions are included in Box 1 since they're made with after-tax dollars. The key takeaways for anyone else in this situation: - Check your 401k provider's website for traditional vs Roth contribution breakdown - Don't forget OTHER pre-tax deductions like health insurance, HSA, parking benefits - Compare your final paystub YTD totals to your W2 rather than doing manual calculations - Look for auto-escalation features or mid-year changes to contribution rates - Remember that employer matching doesn't affect Box 1 but shows up in Box 12 I'm planning to set up a tracking spreadsheet for next year and be more intentional about understanding my benefit elections during open enrollment. Thanks to everyone who shared their experiences - this community is incredibly knowledgeable and helpful!
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Sophia Russo
ā¢This is such a perfect summary of everything we've covered! You've really captured the key insight that it's not just a simple yes/no answer about whether 401k contributions are included in Box 1 - it completely depends on the type of contributions you're making. I love how you've organized the takeaways into actionable steps. That list is going to be so helpful for anyone else who finds this thread while dealing with the same confusion. The point about being more intentional during open enrollment is especially important - I think a lot of us (myself included) just go with the defaults without really understanding what we're signing up for. One thing I'd add to your excellent summary is to also save copies of your pay stubs throughout the year, not just the final one. Sometimes it helps to see how deductions changed over time if you made any mid-year adjustments. But honestly, your breakdown covers all the major points perfectly. Welcome to the community - looking forward to seeing more thoughtful contributions like this!
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Brianna Muhammad
This has been an incredibly thorough and educational thread! As someone who just joined this community and is dealing with my first 401k, I was initially frustrated trying to figure out why my Box 1 amount seemed "wrong." Reading through everyone's experiences has made it clear that this is actually a very common confusion point, and there are so many variables beyond just "did my 401k contributions get deducted or not." The traditional vs. Roth contribution split that many people discovered they had without realizing it seems to be a huge factor. I really appreciate how everyone shared their specific numbers and problem-solving approaches. The step-by-step detective work that several people outlined (checking 401k provider websites, comparing final paystub YTD totals, accounting for ALL pre-tax deductions) gives those of us new to this a clear roadmap to follow. The spreadsheet tracking idea for next year is something I'm definitely implementing, along with being more careful during open enrollment to understand exactly what types of contributions and deductions I'm signing up for. Thanks to this community for turning what felt like an impossible puzzle into something manageable!
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Emma Bianchi
ā¢Welcome to the community! Your observation about this being a common confusion point is spot on - I think most of us who've been through this process can relate to that initial frustration when the numbers don't add up the way we expect them to. What really impressed me about this entire thread is how it evolved from a simple question about Box 1 into a comprehensive guide covering so many scenarios that can affect W2 calculations. The collective knowledge sharing here shows why this community is so valuable for navigating these complex financial topics. Your plan to implement the spreadsheet tracking system and be more intentional during open enrollment sounds like exactly the right approach. I wish I had been that proactive during my first year with a 401k - it would have saved me a lot of confusion and frustration at tax time. The good news is that once you go through this learning process once, future years become much more straightforward since you understand all the moving pieces. Good luck with your detective work on your current W2, and don't hesitate to ask if you run into any specific issues following the steps outlined in this thread!
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