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I went through this exact situation two years ago with my son's after-school sitter. She was adamant about not providing her SSN, and I was really stressed about potentially losing my refund. Here's what I learned: You absolutely can write "REFUSED" in the SSN field on Form 2441, and the IRS does understand this happens frequently. However, be prepared for your refund to be delayed - mine took about 6 weeks longer than usual to process because it triggered a manual review. The key thing is documentation. Keep everything - text messages about payments, your bank records showing cash withdrawals, calendar entries showing care dates, anything that proves you actually paid for legitimate childcare services. I also wrote a brief letter explaining the situation and attached it to my return, though I'm not sure if that helped or not. One thing that might work with your babysitter: explain that you're not reporting her to anyone or getting her in trouble. The IRS just needs to match up your claimed expenses with a real person/business. Maybe offer to show her the actual form so she can see it's just basic information, not some kind of investigation. But honestly? If she's being this difficult about basic tax requirements, you might want to start looking for a new childcare arrangement for next year. Most legitimate providers understand this is part of the deal when parents claim the credit.

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Cass Green

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This is really helpful advice, thank you! The documentation part makes me feel more confident about proceeding. I've been keeping pretty good records already - bank statements, text messages confirming dates and payments, even photos of my cash withdrawals that correspond to payment dates. I think you're right about having that conversation with her again. Maybe if I approach it more as "this is just standard paperwork" rather than making it sound like a big deal, she might be more cooperative. I could even print out the relevant IRS publication that explains the requirement so she can see it's not something I'm making up. The 6-week delay is definitely not ideal, but honestly it's better than I was expecting based on some horror stories I've heard. As long as I eventually get my refund, I can deal with waiting a bit longer. And you're absolutely right about considering other arrangements for next year. This has been way more stressful than it should be for what's supposed to be basic tax documentation. Thanks for sharing your experience!

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I'm currently dealing with this same issue! My nanny has been watching my two kids for almost a year and I just realized I need her SSN for my taxes. When I brought it up, she got really defensive and said she "doesn't mix personal information with work." Reading through all these responses has been super helpful. I think I'm going to try the approach someone mentioned about showing her the IRS publication that explains it's a legal requirement. Maybe if she sees it's not just me being nosy, she'll be more understanding. The "REFUSED" option is good to know about as a backup plan. I was panicking thinking I'd lose the entire credit if I couldn't get her information. A 6-week delay isn't great but it's better than losing thousands of dollars in tax credits. Has anyone had luck offering to help their caregiver understand the tax implications on their end? Like maybe explaining that they can deduct business expenses or something? I'm wondering if her reluctance is coming from not understanding how to handle the income reporting rather than just being difficult.

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Carmen Vega

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I'm confused about one thing - if I get inventory through barter or trade (like I fix someone's computer and they give me items to sell in return), how do I value that for COGS? It's not exactly free but I didn't pay cash for it.

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Zara Mirza

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For barter transactions, you should report the fair market value of the items you received. The IRS considers barter as taxable transactions. So if you fixed a computer worth $200 in service and received items to sell, you'd record those items in your inventory at $200 value.

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Dylan Baskin

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For what it's worth, I went through a similar situation with my small resale business. The key thing I learned is that proper documentation is everything, even when costs are minimal. I started keeping a simple log of every item I acquire - whether I paid $0, $5, or got it through trade. For each item, I note the date, description, source, and cost basis (even if $0). This creates a clear paper trail that shows you're being methodical about tracking inventory. What really helped me was setting up a basic system where I photograph items when I get them and keep digital receipts or notes about how they were acquired. When something is truly free, I document it as "gift from [source]" with $0 cost basis. The $275 you spent is actually significant enough that you definitely want to track it properly. Don't let the small amount fool you into thinking it's not worth doing correctly - the IRS cares more about proper reporting than the actual dollar amounts for small businesses.

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This is really helpful advice! I'm just starting out with my own small resale business and was wondering about the documentation part. Do you use any specific app or software for photographing and organizing the items, or just your phone camera and basic file organization? Also, when you say "digital receipts" for free items, do you mean like taking a photo of a simple handwritten note, or something more formal?

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StarSailor

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23 What software are people using to file their 1099-NECs? I have about 15 to file from my SMLLC and don't want to do them manually.

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StarSailor

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8 I've been using QuickBooks for my SMLLC. It lets you track contractor payments throughout the year and then automatically generates and files the 1099-NECs in January. It's pricey but worth it if you have multiple contractors. If you're looking for something cheaper, I've heard good things about Track1099 as a standalone service specifically for filing information returns.

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Just to add another perspective here - I ran into this exact same issue with my SMLLC last year and ended up getting audited partly because I was inconsistent with how I handled the 1099s. The IRS examiner made it very clear that for 1099-NEC forms, you should use your LLC name and EIN as the payer, even though it's a disregarded entity. She explained that the "disregarded" status only applies to income tax reporting (where your LLC income flows through to your personal return), but NOT to information returns like 1099s. Think of it this way: your contractors worked for "Your LLC Name" not for you personally. That's the business entity they invoiced and that's what should appear on their 1099s. Using your personal name and SSN can create matching problems in the IRS system and potentially trigger notices for both you and your contractors. One tip: make sure your business bank account is also under the LLC name with the EIN. This creates a clean paper trail that matches your 1099 filings.

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This is really helpful context about the audit experience! I'm curious - when you say you were "inconsistent" with how you handled the 1099s, do you mean you used different payer information on different forms, or that you switched approaches between tax years? I'm trying to make sure I get this right from the start since it sounds like the IRS really pays attention to these details. Also, did the examiner mention anything about penalties for getting the payer information wrong initially?

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Can I set up a 401K Profit Sharing Plan at the S Corp level instead of LLC?

I'm trying to figure out if I can set up a profit sharing plan at the S Corp level and need some guidance. My husband (a chiropractor) has a 50% ownership in a wellness center (an LLC with other practitioners who own through S Corps) through his S Corporation. The LLC sends a "guaranteed payment" monthly - first to the S Corp, then my husband gets paid through payroll from the S Corp to his personal account (with all the payroll taxes and quarterly filings handled properly). Currently, the LLC takes out his regular 401K contribution before paying the S Corp, and our accountant records this correctly in QuickBooks. Our tax person mentioned we could see a bigger tax refund next year if we contribute about 25% of his S Corp W-2 income to a profit-sharing plan. But I'm confused about implementation - do I need to work with the existing 401K administrators at the LLC level? Can I set this up independently through the S Corp? Would my husband need to offer this profit-sharing plan to everyone employed at the LLC level? That could get expensive. The S Corp structure lets each provider in the practice manage their own expenses and business decisions (like hiring personal assistants or picking up shifts at satellite locations). The LLC handles shared business functions with its own financial reporting, including a line item for guaranteed payments to providers. They distribute LLC profits based on a formula in their operating agreement. Our accountant is great (and I really trust her), but honestly I'm embarrassed to ask again since she's probably explained this to me at least a dozen times already. Any guidance on where to start would be super helpful!

This is a great question and I can see why it's confusing! I went through something very similar with my dental practice setup. One crucial thing to double-check is the timing for 2024 tax benefits. While the plan needs to be established by December 31, 2024, you actually have until your S Corp's tax filing deadline (including extensions, so potentially October 15, 2025) to make the actual contributions and still get the 2024 tax deduction. Also, don't feel embarrassed about asking your accountant again! This stuff is genuinely complex, and even tax professionals sometimes need to research the specifics. I'd recommend framing it as "I want to make sure I understand the implementation steps correctly" rather than asking for the explanation again. One practical tip: when you do set this up, make sure your S Corp payroll system can handle the timing of the profit sharing contributions. Some payroll providers need advance notice to process these correctly, especially if you're making the contribution near the filing deadline. I learned this the hard way when my payroll company needed three weeks to set up the proper coding! The separate entity approach really does work well for situations like yours - it gives you much more control over your retirement planning without getting tangled up in the LLC's existing arrangements.

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Ravi Sharma

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This is really helpful, especially the point about payroll system timing! I hadn't thought about that aspect. Quick question - when you say the contribution deadline is the tax filing deadline including extensions, does that mean we could potentially wait until we see how the rest of our 2024 tax situation shakes out before deciding on the exact contribution amount? That would actually be really helpful for planning purposes. Also, thanks for the encouragement about asking my accountant again. You're right that it's complex stuff and I shouldn't feel bad about needing clarification!

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Yes, exactly! That's one of the big advantages of the profit sharing plan structure - you have flexibility on the contribution timing and amount. You can wait to see your full 2024 tax picture before deciding how much to contribute, as long as you make the contribution by the filing deadline (including extensions). This is actually a huge benefit compared to traditional 401(k) deferrals which have to be made from payroll during the tax year. With profit sharing, you can optimize based on your actual income, other deductions, and overall tax strategy. Just make sure your plan document is properly drafted to allow for this discretionary contribution approach. Some plans require specific contribution formulas or percentages, while others allow the employer (your S Corp) full discretion on the amount each year. Your TPA should be able to help structure the plan document to give you maximum flexibility while staying compliant. And definitely don't feel bad about asking questions - I probably asked my tax advisor the same profit sharing questions at least five times before it all clicked!

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Amun-Ra Azra

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This is such a helpful discussion! I'm actually an enrolled agent who works with a lot of medical professionals in similar situations, and I wanted to add a few key points that might help clarify things: First, regarding the controlled group rules that several people mentioned - this is absolutely critical to get right. Since your husband has 50% ownership in the LLC through his S Corp, you'll definitely need to consider the aggregation rules for contribution limits. The good news is that profit sharing contributions are calculated separately from 401(k) deferrals, but the total combined contributions across all plans are still subject to the annual limits. Second, I'd strongly recommend getting a formal plan document review before implementing anything. While the concept is straightforward (S Corp establishes profit sharing plan for its employee), the execution involves specific language around eligibility, vesting schedules, and distribution rules that need to comply with ERISA requirements. One thing I haven't seen mentioned is the potential impact on your husband's Social Security benefits calculation. Since profit sharing contributions reduce current W-2 income, there could be a long-term trade-off between current tax savings and future Social Security benefits. For most people the current tax savings win out, but it's worth considering especially for younger professionals. Also, make sure to factor in the ongoing administrative costs - annual Form 5500 filing, potential audits if assets exceed $250k, and TPA fees. These costs are usually worth it for the tax savings, but good to budget for them upfront. Feel free to reach out if you need any clarification on the compliance aspects!

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Thank you so much for this comprehensive breakdown! As someone just starting to understand retirement planning, the point about Social Security benefits is something I hadn't even considered. Could you clarify what you mean by "profit sharing contributions reduce current W-2 income"? I thought the contributions were made by the employer (S Corp) and wouldn't directly reduce the employee's (husband's) reported W-2 wages. Or are you referring to the fact that higher contributions might lead to structuring lower salary vs distributions to maximize the retirement benefits? Also, regarding the Form 5500 filing - is this something that needs professional help, or is it manageable for a small S Corp with just one participant? I'm trying to get a sense of the total ongoing costs involved. The ERISA compliance aspect sounds pretty complex too. Would you recommend working with a specialized attorney for the plan document review, or is this typically something a good TPA can handle? Thanks for offering to help with clarification - this kind of expert insight is exactly what I was hoping to find!

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Beth Ford

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Great question about supplemental property taxes! I went through this exact same confusion when I bought my home two years ago. Here's what I learned: Yes, supplemental property taxes are generally deductible just like regular property taxes, but there are a few key things to keep in mind: 1. **You can only deduct them if you itemize** - They go on Schedule A along with your other property taxes. 2. **SALT cap applies** - As others mentioned, you're limited to $10,000 total for state and local taxes (including property taxes and state income tax). 3. **Timing matters** - You deduct them in the year you actually paid them, not when they were assessed. 4. **Check your escrow** - Make sure to coordinate with your mortgage company. They might need to adjust your escrow account going forward. For your specific situation about whether to itemize vs. take the standard deduction, you'll want to add up ALL your potential itemized deductions (property taxes, mortgage interest, charitable donations, etc.) and compare that to the standard deduction ($13,850 for single filers, $27,700 for married filing jointly in 2023). The supplemental bill alone might not be enough to make itemizing worthwhile, but combined with your mortgage interest and other deductions, it could push you over the threshold. I'd recommend using tax software or consulting a tax professional to run both scenarios and see which gives you the better result.

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GalaxyGazer

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This is such a helpful breakdown! I'm in a similar situation as the original poster and your point about timing is really important. I just want to add that if anyone is unsure about their total itemized deductions, it might be worth gathering all your tax documents first before deciding. I made the mistake last year of assuming I should just take the standard deduction, but when I actually added up my mortgage interest, property taxes (including a supplemental bill), and charitable donations, I would have saved about $800 more by itemizing. Don't leave money on the table! Also, keep really good records of when you paid that supplemental bill - take a photo of the check, keep the receipt, whatever works. The IRS can be picky about documentation for property tax deductions.

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Miguel Ramos

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Just wanted to add another important consideration that hasn't been mentioned yet - if you're planning to refinance or sell your home within the next few years, keep copies of all your supplemental property tax documentation! I learned this the hard way when refinancing. The lender wanted to see the complete property tax history to properly calculate my new escrow payments, and I had to scramble to get copies of my supplemental bills from two years prior. Having everything organized made the process much smoother the second time around. Also, if you're using a tax preparer, make sure to bring both your regular property tax statement AND the supplemental bill. Some preparers aren't as familiar with supplemental assessments and might miss including it in your deductions. I caught this mistake with my first preparer and it would have cost me about $400 in additional taxes. One last tip - if your supplemental bill seems unusually high compared to what you expected based on your purchase price, you have the right to appeal the assessment in most states. The deadline is usually pretty tight (often 60-90 days), so don't wait if you think there's an error!

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This is excellent advice about keeping documentation! I wish someone had told me this when I first got my supplemental bill. I'm curious about the appeal process you mentioned - do you know if there are any online resources or services that can help homeowners figure out if their supplemental assessment seems reasonable? I got a supplemental bill that seemed pretty high compared to what similar homes in my neighborhood sold for, but I honestly have no idea how to research whether it's accurate or if I should challenge it. The 60-90 day deadline you mentioned makes me nervous that I might miss my opportunity if I don't act quickly. Also, great point about tax preparers! I used a big chain last year and they definitely seemed confused when I brought in both my regular property tax statement and the supplemental bill. They kept asking me if I was "double counting" my property taxes. Having someone who actually understands these situations makes such a difference.

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