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Just wanted to add my experience - I've been filing Schedule C for my side business for 3 years now. For contractor payments like yours, they definitely go on Line 11 (Contract Labor). One thing to watch for: make sure you've kept good records of those PayPal payments. PayPal now reports to the IRS through 1099-K forms for business accounts with sufficient volume, so your payment records should match what PayPal reports. And don't forget that since you've paid contractors and issued 1099-NECs, you'll need to file Form 1096 to summarize all the 1099s you've issued. That tripped me up my first year!
Thanks for the tip about Form 1096! I wasn't aware I needed to file that as well. Is there a deadline for submitting that form that's different from my regular tax filing?
The deadline for filing Form 1096 along with all your 1099-NEC forms to the IRS is January 31, 2026 for the 2025 tax year. This is earlier than your personal tax return deadline (April 15) because the IRS needs time to process these forms and match them against what contractors report on their returns. If you've already sent 1099-NECs to the government as you mentioned, hopefully you included the 1096 with them. If not, you should file it as soon as possible even if it's late. The penalties for late filing start at $50 per form if you're less than 30 days late, and increase the longer you wait.
Has anyone used TurboTax for filling out Schedule C with contractor payments? I'm wondering if it walks you through categorizing these kinds of expenses or if I need to know exactly where everything goes beforehand.
TurboTax does a decent job with Schedule C. It asks you questions about your business expenses and suggests categories based on your answers. For contractor payments, it specifically asks if you paid independent contractors and guides you to put those on Line 11. It also reminds you about 1099 requirements. I found it pretty helpful for basic Schedule C stuff, but for more complex situations like deciding if something is truly "advertising" versus another category, you might still need to do some research on your own.
Thanks for the info! That's reassuring to hear that TurboTax guides you through the contractor payments part. I'll give it a try this year instead of stressing about categorizing everything perfectly beforehand.
3 One thing nobody's mentioned - if your spouse is from a country that has a tax treaty with the US, that could affect your filing strategy too. My husband is from the UK and we discovered some specific provisions that helped us. Also, make sure you look into whether your spouse needs to file an FBAR (Foreign Bank Account Report) if you have any shared accounts in their home country!
11 What kind of tax treaty benefits did you find with the UK? My wife is from Canada and I'm wondering if there are similar advantages. Also, what's the threshold for FBAR reporting? We have a joint account in her country but it's not a huge amount.
3 The UK-US tax treaty had specific provisions about pension contributions and certain types of investment income that were beneficial in our case. Every treaty is different though - the US-Canada one has its own unique aspects, so definitely look into that specifically. For FBAR reporting, the threshold is if your foreign accounts combined exceed $10,000 at any point during the year. Even if your individual account is small, if you have multiple accounts that together exceed that amount, you need to file. And remember, it's not just bank accounts but also investment accounts, certain pension accounts, etc.
20 Has anyone successfully e-filed with a spouse who has an ITIN? I tried last year but kept getting rejected and eventually had to paper file, which took FOREVER to process.
Don't forget to request transcripts as soon as your returns are filed! Most mortgage lenders will accept tax transcripts in lieu of waiting for the full processing. You can request them online through the IRS website once your returns have been accepted. The transcripts become available pretty quickly - often before the actual refund is processed - and that might be enough for your refinance.
Thanks for this tip! How long does it typically take for transcripts to become available after e-filing? Is it something I can access immediately after getting the acceptance confirmation?
Transcripts are usually available within 2-3 weeks after your e-filed return is accepted, sometimes even faster. You won't have access immediately after acceptance - the IRS needs to do some initial processing first. You can request them through the "Get Transcript" tool on IRS.gov once they're available. If you set up an online account with the IRS in advance, you'll be ready to download them the moment they're processed. Some mortgage lenders can also request the transcripts directly through a service called 4506-T if you sign an authorization form, which might save you some time.
Has anyone tried going to their local IRS office for this kind of situation? I've heard they can sometimes process things on the spot for hardship cases like mortgage deadlines.
I tried this route last year. You need to make an appointment first by calling 844-545-5640. They won't just let you walk in anymore. When I went, they helped me fill out the forms but still had to submit them through regular channels. They did give me a stamped copy though which my lender accepted as proof of filing.
Something people sometimes miss - if you were let go, did you receive any severance pay? That would also be taxable and included on your W-2. And if you collected unemployment after being let go, remember that's taxable income too, though it's reported on a 1099-G, not a W-2.
Thanks for bringing this up! They did give me a small severance package (about $3,200). I hadn't even thought about how that would be taxed. I haven't applied for unemployment yet, but I probably will soon. Do they automatically withhold taxes from unemployment or do I need to request that?
Yes, your severance package will be included on your W-2 along with your regular wages. The company will typically withhold taxes from it just like they do from regular paychecks. For unemployment benefits, they don't automatically withhold taxes in most states unless you specifically request it. You can fill out a form (usually Form W-4V) to request voluntary withholding of 10% for federal taxes. If you don't have taxes withheld from unemployment, you might need to make quarterly estimated tax payments to avoid a penalty when filing next year, or you could end up with a larger tax bill than expected. Many people are surprised by this come tax time, so it's good you're thinking about it now!
wait doesnt it depend on how much u made in total for the year? like if u make under a certain amount u dont have to file right? i got laid off last april and only made like $8,000 total for the year and my tax person said i didn't need to file but i did anyway to get my refund.
You're right, there are income thresholds. For 2025, a single person under 65 needs to file if they earn $13,850 or more. But you were smart to file anyway - if you had any taxes withheld from your paychecks, filing is the only way to get that money back!
Luca Marino
I think everyone's missing the biggest issue here. You said you have papers saying you own a percentage of the house, but you're NOT on the deed? That's a HUGE problem! If that's the case, legally you don't own any part of the house at all, regardless of what your private agreement says. If your MIL had sold the house without paying you back, you'd have to sue her to get your money. The title/deed is what legally determines ownership, not a side agreement. For the tax question - based on how you described it, this sounds like a secured loan rather than actual ownership, which means getting your principal back isn't taxable. But I'd be more concerned about fixing your legal documentation if you plan to do arrangements like this in the future.
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Freya Larsen
ā¢Thanks for pointing that out. The agreement we have is more like a promissory note with the house as collateral. We knew we weren't on the deed, and trusted her (plus had the signed agreement). But you're right that in a worst-case scenario, we'd have had to take legal action if she refused to pay. For future reference, would you recommend actually getting on the deed for this kind of arrangement? Or is there a better way to structure it?
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Luca Marino
ā¢For future reference, there are several better ways to structure this. If you want actual ownership, you absolutely need to be on the deed - that's the only thing that legally establishes property ownership. Your name on the deed would make you true partial owners. If you prefer the loan approach (which is simpler), you could use a recorded mortgage or deed of trust. This creates a public record of your loan against the property and gives you much stronger legal protection. If she didn't repay, you'd have a straightforward foreclosure process rather than having to sue based on a private agreement. Either way, for amounts this large, it's worth spending a few hundred dollars on a real estate attorney to structure it properly. The peace of mind and legal protection are absolutely worth it.
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Nia Davis
Just to be clear about the structuring issue someone mentioned - breaking up deposits specifically to avoid the $10k reporting requirement is indeed illegal, but there's nothing wrong with splitting a large deposit due to bank limits. Receiving two $50k checks because of your bank's deposit limit is totally fine and normal. Just don't try to fly under the radar with those $9,990 checks you mentioned - that's exactly what the anti-structuring laws are designed to catch, and it can create much bigger problems than just reporting a legitimate transaction.
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Mateo Perez
ā¢This is so frustrating! The government makes you report large deposits of YOUR OWN MONEY coming back to you? It's none of their business if my family pays me back money I lent them. The whole banking system is designed to treat everyone like criminals.
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