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Has anyone had the IRS question this deduction during an audit? I'm planning a remote hiking trip next year and will need similar insurance, but I'm worried about raising red flags.
I got audited in 2022 and had deducted adventure travel medical insurance for a mountaineering expedition. The IRS actually didn't question it at all because I had proper documentation from the insurance company specifying the medical portion of the coverage. They were much more interested in my home office deduction lol.
That's really helpful to know, thanks! Guess I'll focus on getting good documentation from the insurance company. Funny they went after the home office instead - those always seem to trigger scrutiny.
Based on my experience as someone who frequently travels to remote areas for work, you should definitely be able to deduct the medical portion of that travel insurance. The key is getting proper documentation from your insurance provider. When I had a similar situation for a research expedition in remote Canada, I called my insurance company and explained I needed a breakdown for tax purposes. They provided a letter stating that 75% of my premium ($320 out of $425) was specifically for medical evacuation and emergency treatment coverage, while the remaining 25% was for trip interruption and baggage coverage. Make sure to keep detailed records of why you needed this specialized coverage - the fact that your regular insurance had no coverage in Alaska and you were 200+ miles from the nearest hospital makes this a pretty clear-cut case for legitimate medical necessity. The IRS generally accepts these deductions when there's a genuine medical need and proper documentation. One tip: when you call the insurance company, specifically mention you need the breakdown "for IRS medical expense deduction purposes" - they're familiar with this request and often have standard language they use for these letters.
This is really solid advice! I'm curious about the 75/25 breakdown you mentioned - did the insurance company provide any explanation for how they calculated those percentages, or was it just a standard allocation they use? I'm wondering if different insurance companies might have different ways of splitting this up, and whether that could affect the deduction amount significantly.
I'm in a similar boat - selling old furniture and electronics to help with bills. One thing that's helped me feel more confident is keeping a simple spreadsheet with what I'm selling, the sale price, and my best estimate of what I originally paid (even if I don't have receipts). For items where I really can't remember the original price, I've been looking up similar items online to get a reasonable estimate of what they would have cost when new. The key is being reasonable and honest - the IRS isn't expecting perfect records for personal items you bought years ago. Also, don't stress too much about the PayPal vs eBay threshold differences. Even if you do get a 1099-K, it's just a reporting document - it doesn't automatically mean you owe taxes on money you didn't actually profit from. The important thing is that you can show these were personal items sold at a loss when you file your return. Keep good records of what you're doing now, and you'll be fine even if you cross whatever threshold ends up applying this year.
This is exactly the approach I've been taking! I started a simple spreadsheet too after reading all these responses. It's actually been kind of therapeutic to go through my old stuff and document it properly - makes me feel like I'm being responsible about the whole situation. One thing I've found helpful is taking photos of items before I list them, especially if they show wear or damage that proves they're used personal items. It's extra documentation that these aren't new inventory items I'm trying to flip for profit. Your point about being reasonable with estimates is spot on. I've been conservative with my original price estimates - if I think something cost between $50-80 originally, I'll use the lower number. Better to underestimate what I paid than to look like I'm inflating costs. Thanks for the reassurance about the thresholds too. All this advice has really helped calm my nerves about the whole 1099-K situation!
I completely understand your anxiety about this situation - I went through something very similar last year when I was selling old books, jewelry, and household items to help with unexpected medical bills. The most important thing to remember is that the 1099-K is just a reporting form showing payment processors reported your transactions to the IRS. It doesn't mean you automatically owe taxes on that money, especially when you're selling personal items at a loss. Here's what helped me get through it: I created a simple log of everything I sold, including photos where possible and reasonable estimates of what I originally paid. For items where I had no idea of the original cost, I researched similar items online to get ballpark figures. The IRS expects reasonable estimates, not perfect records for personal items purchased years ago. Even if you do cross the $5,000 threshold or receive a 1099-K anyway, you can handle it on your tax return by reporting the 1099-K amount and then offsetting it to show these were non-taxable personal sales at a loss. Most tax software has specific options for this situation now. The key is documenting that these are genuine personal belongings you're selling occasionally due to financial need, not business inventory. Your situation sounds exactly like what the IRS considers normal personal property sales. You're being responsible by asking these questions - you'll be fine!
Thank you so much for sharing your experience! It's really reassuring to hear from someone who went through the same thing. I've been losing sleep over this whole situation, but reading everyone's responses here has helped me realize I'm not alone and that this is actually pretty common. I'm going to start that documentation process you mentioned - taking photos and creating a simple log. The idea of researching similar items online for price estimates is really smart too. I never thought about doing that, but it makes total sense. Your point about the 1099-K just being a reporting form really helps put things in perspective. I think I was getting caught up in thinking that receiving one automatically meant I'd owe taxes, when really it's just paperwork that needs to be handled correctly. I'm still nervous about the whole process, but at least now I have a clear plan for how to approach it. Thanks again for taking the time to share your story - it means a lot to know others have navigated this successfully!
The system is broken af. took 6 months to get my refund last year
6 months?! nahh that's crazy
I'm in the exact same situation! Filed on January 12th with EITC and still stuck on "Received" status. The waiting is killing me because I really need that money for rent and other bills. What's really frustrating is that the app keeps saying to check back daily but nothing ever changes. I've been obsessively checking WMR and IRS2Go multiple times a day hoping to see it move to "Approved" but nope, still the same PATH Act message. At least we know we're not alone in this. Seems like everyone who claimed EITC or ACTC is in the same boat. I'm trying to stay positive and remind myself that mid-February isn't that far away, but when you're stressed about money it feels like forever. Hang in there! Hopefully we'll start seeing some movement in the next week or two.
I work at a tax prep office and see this all the time. The people saying SSN is more important than the name match are correct. We file returns with name mismatches regularly and they're accepted. BUT - and this is important - you might get a CP2000 letter later asking you to verify the income. It's not an audit, just a verification step. Respond promptly and it's no big deal. The company should correct it, but realistically, if they won't, you're still OK to file with the mismatch.
Thanks for the inside info! So the rejection thing the IRS person told OP was just to scare them? I've been worried because my PayPal 1099-K has my username not my legal name lol
The IRS agent was being overly dramatic. The system won't automatically reject an e-filed return just because of a name mismatch on a 1099-K when the SSN matches. What likely happens is they were trying to motivate you to get it corrected because it makes their matching process easier. For your PayPal situation, that's super common! As long as your SSN is correct on the 1099-K, you should file using your legal name. The IRS matching program will flag it, but then verify the SSN and process it. You might get that CP2000 letter I mentioned asking you to confirm it's your income, but just respond promptly and you'll be fine.
I just went through this exact situation last month! The stress is real, but I can tell you from experience that your return won't be automatically rejected. Here's what actually happened to me: I had a 1099-K from Stripe that only showed my business name, but I filed under my legal personal name. My e-filed return was accepted within 24 hours. About 8 weeks later, I got a CP2000 notice asking me to verify that the income was mine - I just had to send back a signed statement confirming it was my income, and that was the end of it. The IRS agent you spoke with was technically correct that names should match, but they made it sound way more dramatic than it actually is. The system is designed to handle these discrepancies - they happen all the time with business names, married names, etc. My advice: File with your correct legal name, report the 1099-K income accurately, and if your tax software has a notes section, just add a brief explanation like "1099-K issued with partial name due to payment processor error." Don't let this delay your filing!
This is such a relief to hear from someone who actually went through it! I've been losing sleep over this thinking my return would get bounced back immediately. Did you have to pay any penalties or interest when you responded to the CP2000 notice, or was it really just a simple confirmation process? Also, how long did it take for them to process your response and close the case?
StarStrider
Have you tried calling? Sometimes they can give more info
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Isabella Santos
ā¢been on hold for 2hrs then got hung up on š
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StarStrider
ā¢classic irs move lololol
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Samantha Howard
Looking at your transcript, you're definitely subject to PATH Act since you're claiming EIC. The good news is that with a processing date of Feb 17th and cycle 20250505, you should see movement soon! The 04-15-2025 dates on codes 766 and 768 are just system placeholders - not your actual refund date. Your cycle indicates weekly updates, so check your transcript again this Thursday/Friday. With an $8,660 refund and clean transcript (no holds or errors), you should get paid within the next week or two max. Hang in there! šŖ
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Mei Wong
ā¢This is super helpful! I'm new here but dealing with the same PATH Act wait. Quick question - when you say "cycle indicates weekly updates," does that mean the transcript will update every Thursday/Friday until the refund is actually sent out? Just trying to understand the timeline better since I'm also waiting on a big EIC refund š
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