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I was in almost the exact same situation as you last year - got my first 1099-K from Vinted for $712 in sales and had no idea what to do with it! I was so worried I'd messed up somehow by not tracking everything from the beginning. The good news is that since you're selling personal clothes for less than you originally paid, you probably won't owe much (if any) tax on this. The 1099-K just shows gross payments - it doesn't account for what you originally spent on those clothes or any of the selling expenses. Here's what helped me get organized: I went through my Depop sales history and made a list of everything I sold. For each item, I estimated what I originally paid based on the store tags if I still had them, or by looking up similar items at stores where I typically shop. Don't stress about being perfectly accurate - reasonable estimates based on your shopping habits are totally acceptable. Then I added up all my expenses: Depop's selling fees, PayPal transaction fees, shipping costs, even the cost of mailers or packaging supplies. These are all deductible business expenses that reduce your taxable income. Most people in your situation end up with very little actual profit once you subtract the original cost of items and all the fees. The key is just reporting it properly on Schedule C so the IRS can match your return to the 1099-K they received. You've got this!
This is so reassuring to read! I'm literally in the exact same boat - just got my 1099-K from PayPal for $687 in Depop sales and was freaking out thinking I'd have to pay taxes on the whole amount. I had no idea I could deduct what I originally paid for the clothes! Your advice about going through the sales history is really smart. I just checked mine and realized I can actually remember most of what I sold since it was just a few months ago. Most of it was stuff from Zara, H&M, and Urban Outfitters that I barely wore. I'm definitely going to make that spreadsheet everyone's talking about. One thing I'm wondering - did you have to keep all your packaging receipts and stuff? I threw away most of my mailer receipts because I didn't think they mattered. Also, do you know if the time I spent taking photos and writing listings counts as anything deductible, or is it just the actual money I spent on fees and supplies? Thanks for sharing your experience - it makes me feel so much better knowing other people have been through this exact situation and it worked out fine!
Don't worry - you're definitely not alone in this situation! I got my first 1099-K from PayPal last year for around $680 in sales from decluttering my apartment on Facebook Marketplace and OfferUp. Like you, I was completely overwhelmed at first. The most important thing to understand is that the 1099-K amount is NOT your taxable income - it's just the gross payments you received. Your actual taxable income (if any) is what's left after you subtract what you originally paid for those items and any selling expenses. Since you mentioned these were personal clothes you sold for less than you originally paid, you'll likely end up with little to no taxable income once you properly account for everything. Here's my simplified approach that worked well: 1. List each item you sold and your best estimate of what you originally paid for it 2. Add up all your selling expenses (Depop fees, PayPal fees, shipping costs, packaging materials) 3. Subtract both of these from your gross sales - that's your actual taxable profit For estimating original costs on clothes you've had for a while, I just looked at where I typically shop and what similar items cost there now, then adjusted slightly for when I bought them. The IRS accepts reasonable estimates for personal property when you don't have exact receipts. You'll report this on Schedule C, but don't let that scare you - it's pretty straightforward once you have your numbers organized. Being only $43 over the threshold actually works in your favor since it shows this was clearly just casual selling, not a business operation.
Just to give a different perspective - I tried doing my S-Corp taxes with TurboTax Business last year and deeply regretted it. Spent 20+ hours struggling through it, thought I'd done everything right, and still got notices from the IRS about missing forms 6 months later. Had to hire a CPA to fix everything anyway and ended up paying way more than if I'd just gone to them in the first place.
Same experience here. The business version of TurboTax doesn't explain the specific S-Corp requirements very well. I missed the whole thing about needing to file Form 1120-S by March 15th (NOT April 15th like personal returns) and got hit with penalties. Now I just hand everything to my accountant and it's worth every penny.
As someone who's been through the exact same transition from W-2 to S-Corp, I'd definitely recommend going the CPA route for your first year. The complexity isn't just in filing the returns - it's understanding all the ongoing compliance requirements that TurboTax won't teach you. Since you mentioned you've only been taking owner's draws instead of paying yourself a salary, you're going to need professional help to sort that out anyway. The IRS is pretty strict about S-Corp owners paying themselves reasonable compensation through payroll, and getting that wrong can trigger audits or penalties. One thing I wish someone had told me: start interviewing CPAs now, not in March when everyone's swamped. Many good ones are already booking up for tax season. Look for someone who specializes in small business and can explain things clearly - you want to learn the process, not just hand everything off blindly. The investment in professional guidance your first year will save you headaches (and probably money) down the road. Once you understand the S-Corp requirements and have proper systems in place, you can always consider doing simpler years yourself later.
This is exactly the advice I needed to hear! You're absolutely right about starting the CPA search early - I've been procrastinating on this thinking I had more time, but it sounds like the good ones book up quickly. Can you give me any tips on what specific questions I should ask when interviewing CPAs? I want to make sure I find someone who's really experienced with S-Corps and won't just treat me like another basic return. Also, do you remember roughly what you paid for your first year with professional help? Trying to budget appropriately since I know this is going to be more expensive than my old TurboTax days.
This is absolutely infuriating and I'm so sorry you're dealing with this. Your employer is essentially stealing from you - they're pocketing the difference between what they actually paid you and what they reported, plus they're likely avoiding paying their share of employment taxes on your real wages. The $6,000 difference between your W2 and IRS transcript is massive and definitely not a simple accounting error. This is deliberate fraud. I'd recommend acting quickly before they have a chance to cover their tracks or alter any records. Beyond filing the forms others have mentioned, you might also want to check if any of your coworkers are experiencing the same thing. Employers who do this to one person usually do it to multiple employees. If you can find others who've been affected, it strengthens the case when you report it. Also, make sure you're calculating the full impact - you're not just missing out on the underreported wages, but potentially missing Social Security credits, unemployment benefit calculations, and other benefits tied to your reported income. This affects way more than just your current tax return. Stay strong and don't let them intimidate you. What they're doing is criminal and you have every right to report it.
This is such important advice about checking with coworkers! I hadn't even thought about that angle. When I was going through a similar situation with wage discrepancies, I found out that my employer was doing this to at least 3 other people just in my department alone. @Oliver Fischer is absolutely right about the ripple effects too. The underreporting doesn t'just mess with your taxes - it can impact your Social Security earnings record, which affects your future benefits. I had to contact Social Security separately to make sure my earnings were correctly recorded there as well. One thing that really helped me was keeping a personal log of all my hours worked and comparing it to my pay stubs. Even if your employer doesn t'give you access to their payroll system, having your own detailed records makes it much harder for them to dispute what actually happened. @Daniel Rivera, definitely reach out to coworkers if you feel comfortable doing so. Sometimes people don t'realize what s'happening until someone else points it out, and having multiple victims makes the IRS investigation much more serious.
This is a textbook case of payroll fraud and you absolutely need to take action. The $5,500+ discrepancy between your W2 and IRS transcript isn't a mistake - your employer is deliberately underreporting your wages, which means they're stealing from both you and the government. Here's what you should do immediately: 1. File Form 4852 (Substitute W-2) with your tax return using the correct wage amounts from your IRS transcript 2. Report the fraud using Form 3949-A to alert the IRS to investigate your employer 3. Keep copies of everything - your pay stubs, bank records, the fraudulent W2, and your IRS transcript Don't worry about retaliation - there are federal whistleblower protections that make it illegal for employers to fire you for reporting tax violations. And honestly, do you really want to keep working for someone who's been stealing from you for over a year? This isn't just about your current taxes either. The underreporting affects your Social Security earnings record, unemployment benefits eligibility, and other programs based on reported income. You need to fix this now before it gets worse. Your employer is banking on you being too scared or confused to report them. Don't let them get away with it. You deserve every penny they've stolen from you.
I'm dealing with something very similar! My wife had a mid-year transfer between two subsidiaries of the same parent company, and we're seeing Box 11 exceed Box 1 on one of the W2s. Reading through all these responses has been incredibly helpful - especially learning that this is actually a legitimate scenario that happens with related entities. I was about to start modifying numbers to make the software happy, but clearly that would have been a mistake. Has anyone here actually had their return audited or questioned by the IRS when filing with Box 11 > Box 1? I'm still a bit nervous about filing this way even though everyone is saying it's correct. Also, for those who used the override functions in tax software - did you get any follow-up correspondence from the IRS, or did it process normally? Thanks to everyone who shared their experiences and solutions. This thread probably saved me hours of frustration and potentially costly mistakes!
I can share some reassurance on this! I filed with the Box 11 > Box 1 situation three years ago and have never heard anything from the IRS about it. My return processed normally, got my refund on schedule, and no follow-up questions. The key thing to remember is that the IRS receives copies of all your W2s directly from employers, so they already know exactly what's on those forms. If you report the W2s accurately (which you should), there's no mismatch in their system to trigger questions. The validation error is purely a limitation of consumer tax software, not an actual tax code violation. That said, I did keep detailed notes in my tax files explaining the situation - just the basic facts about the mid-year transfer between related companies and why Box 11 exceeded Box 1 on one form. Haven't needed those notes, but they give me peace of mind. Your situation sounds identical to what many of us have dealt with, so I wouldn't stress about it!
This is such a timely thread for me! I'm a CPA and see this exact situation every tax season with clients who've had mid-year transfers between related entities. What you're experiencing is completely normal and legitimate. The confusion comes from the fact that most consumer tax software applies blanket validation rules without considering the nuances of corporate structures. When an employee transfers between subsidiaries or divisions of the same parent company, retirement plan reporting often stays with one entity while wages get split. This is perfectly compliant with IRS reporting requirements. A few additional points that might help others in similar situations: 1. Box 11 reports nonqualified deferred compensation that was distributed or became taxable during the year - this can absolutely exceed current year wages from that specific entity 2. The IRS receives employer copies of all W2s, so they already have the complete picture of your situation 3. Never modify the amounts on your tax return to match what software "expects" - always report exactly what's on your official documents For those using professional tax software or working with preparers, there are override functions specifically designed for these scenarios. Consumer software is getting better at recognizing these situations, but many still have rigid validation rules that don't account for complex employment situations.
Thank you so much for this professional perspective! As someone new to dealing with complex tax situations, it's incredibly reassuring to hear from a CPA who sees this regularly. Your point about never modifying the W2 amounts is especially important - I was definitely tempted to "fix" the numbers to make the software happy. One quick follow-up question: when you help clients with this situation, do you typically recommend they add any kind of explanatory note when filing electronically (if they can override the software warning), or is it sufficient to just file the W2s exactly as received? I want to make sure I'm being as transparent as possible with the IRS about this unusual situation. Also, do you know if there are any specific IRS publications or guidance documents that address these multi-entity scenarios? It would be helpful to have official documentation to reference if any questions ever come up down the road.
Reina Salazar
22 I went through this exact situation last year with my survivor benefits. Just make sure you get your SSA-1099 form which shows all the benefits you received for the year. Social Security should mail it to you by January, but you can also get it online by creating an account on ssa.gov if you haven't received it.
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Reina Salazar
ā¢10 Free Tax USA handled my son's survivor benefits really well last year. Much better than TurboTax which kept trying to charge me extra for "special forms" or something. And it was completely free for federal filing.
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Freya Andersen
I'm sorry for your loss. Losing a parent at such a young age is incredibly difficult, and it's admirable that you're taking responsibility for handling your taxes properly. To directly answer your question: Social Security survivor benefits may or may not be taxable depending on your total income, but they don't count toward the filing requirement threshold itself. However, since you earned $13,500 from your job and you're likely claimed as a dependent, you definitely need to file a return. Here's the key point many people miss: the filing requirement for dependents is based on *earned income* (like wages from your job), not total income including Social Security benefits. Since your earned income of $13,500 exceeds the dependent filing threshold of $1,350, you must file regardless of your Social Security benefits. As for the benefits themselves, with your income level, it's very likely that none of your $7,800 in survivor benefits will be taxable. But you still need to report them on your return - they go on lines 6a and 6b of Form 1040, with the help of the Social Security Benefits Worksheet in the instructions. Don't stress too much about this - you're actually in a pretty straightforward situation, and you'll likely get a refund of taxes withheld from your paychecks!
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Sayid Hassan
ā¢Thank you for such a clear and compassionate explanation! This makes so much more sense now. I was getting confused trying to figure out if the Social Security benefits "counted" toward income, but understanding that the filing requirement is based on earned income separately really helps. So just to confirm - even though my total money coming in is over $21k, the fact that most of it is Social Security survivor benefits doesn't push me into some higher tax bracket or anything? And I should definitely expect a refund since I'm probably in the lowest tax bracket with just my job income? I really appreciate everyone's help here. This whole process felt overwhelming at first, but breaking it down like this makes it seem much more manageable.
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