Make sure you keep ALL your receipts and get itemized billing. I had a similar situation with a jaw surgery that was partially covered. The oral surgeon wrote a letter explaining the medical necessity of correcting my bite for TMJ but acknowledged the cosmetic improvement too. I was able to deduct about 70% of the total cost. Also remember you need to itemize deductions to claim this, so if you take the standard deduction it won't help you.

Don't forget timing matters too! For the 2025 tax year, you can only deduct medical expenses that exceed 7.5% of your adjusted gross income. So if your AGI is $80,000, you'd need more than $6,000 in medical expenses before you could start deducting anything. And you'd need enough other itemized deductions to exceed the standard deduction ($13,850 for single filers in 2024, probably higher for 2025).

Has anyone used FreeTaxUSA for reporting investments? H&R Block and TurboTax want to upgrade me to paid versions once I mention having a 1099, but I'm trying to save money.

Don't stress too much! Your situation is totally manageable. With only $3,800 invested and around $290 in gains/dividends, this is exactly the kind of straightforward investment income that tax software handles really well. Here's what I'd recommend: stick with TurboTax since you're already familiar with it, but you'll need to upgrade to at least the Deluxe version to handle investment income (the free version won't support 1099 forms). The upgrade is usually around $40-60, which is still way cheaper than hiring a CPA for such a simple situation. The consolidated 1099 will have clearly labeled boxes - you'll mainly be looking at dividends (both ordinary and qualified) and any capital gains/losses from your stock sales. TurboTax will ask you simple questions like "Do you have investment income?" and then walk you through entering each relevant box from your form. Since you mentioned Robinhood in the comments, that's great news - they definitely support direct import with TurboTax, so you won't even need to manually enter the numbers. Just connect your account and let the software pull everything over automatically. For someone in your situation (hospital worker with simple finances plus small investment activity), this should add maybe 15-20 minutes to your normal tax prep time. You've got this!

Just want to add that if you create an account on IRS.gov, you can also see all the information forms that have been filed about you - like W2s and 1099s. So if your employer submitted that 2021 W2 to the IRS, it should show up there. Also, the IRS is usually pretty good about sending notices if they think you haven't filed something you should have. If you haven't received anything saying you're missing a return, and your online account shows zero balance, you're probably fine. But it never hurts to double check!

I just went through a similar situation and wanted to share what I learned. First, definitely check your IRS online account - it's the most reliable way to see your current status. If it shows zero balance, that's usually a good sign, but it doesn't necessarily mean all your returns are complete. For that 2021 W2, here's what matters: if the income from that W2 was already included in your 2021 tax return (maybe you estimated it or had a copy), then sending the physical W2 might not change anything. But if that income was never reported, you'll likely need to file an amended return. The easiest way to know for sure is to compare your 2021 tax return with that W2. Did you report income from that employer? If yes, you're probably fine. If no, then yes, you'll need to address it - but probably through an amended return rather than just mailing the W2. Since you mentioned you just finished paying off back taxes, I'd definitely recommend calling the IRS directly to confirm everything is squared away. Better to spend time on hold now than deal with surprise issues later!

This is a great discussion thread! I'm dealing with a very similar situation - I have a 4BR house where I live in one room and rent out the others (2 long-term, 1 short-term rental). One thing I'd add based on my experience is to make sure you're keeping separate bank accounts for your rental income if possible. It makes tracking so much easier when tax time comes around. I use one account for all rental income and pay all rental-related expenses from that same account. Also, don't forget about the QBI (Qualified Business Income) deduction if your rental activity qualifies as a business rather than just passive rental income. With short-term rentals especially, if you're providing substantial services (cleaning, providing linens, etc.), the IRS might consider it a business activity, which could make you eligible for the 20% QBI deduction on your rental profits. Has anyone here dealt with the QBI deduction for their mixed rental situation? I'm still trying to figure out if my activities qualify.

I've been dealing with a similar mixed-use situation for three years now, and I wanted to share a few key lessons I've learned that might help you avoid some headaches: First, create a simple room allocation chart early on and stick to it consistently across all tax years. I use a spreadsheet that shows each room's square footage, primary use, and percentage allocation. This becomes your baseline for all expense calculations and helps if you ever get audited. Second, for your Airbnb portion, track your "material participation" hours carefully. The IRS has specific tests for whether short-term rental activity qualifies as a business vs. passive investment, and this affects both your QBI eligibility and your ability to deduct losses against other income. If you spend more than 100 hours per year AND more than any other person managing the Airbnb (cleaning, guest communication, maintenance), you might qualify for more favorable tax treatment. Third, consider setting up a simple bookkeeping system now rather than trying to reconstruct everything at tax time. Even just separate folders for long-term rental receipts vs. Airbnb receipts vs. shared property expenses will save you hours later. The mixed-use property rules are definitely complex, but once you establish a consistent system, it becomes much more manageable. Good luck with your taxes!

I went through something very similar! Got an unexpected $8,400 refund in 2023 that I couldn't figure out. Turns out it was related to a quarterly payment my CPA had made on my behalf using a different bank account than usual, so I had completely forgotten about it. The key thing that helped me was getting my wage and income transcript (not just the account transcript) - it showed ALL third-party payments made to the IRS on my behalf, including ones made by my tax preparer. You can request this using Form 4506-T or get it online if you can access your IRS account. In my case, the payment had been sitting in a "suspense account" for almost 18 months because the IRS couldn't properly match it to my return due to a small error in how my SSN was entered. Once they figured it out, they issued the refund with interest. I'd definitely echo what others said about not spending the money right away. Even if it's legitimate, the IRS can be slow to process corrections if there are any issues. I kept mine in a high-yield savings account for 6 months before I felt comfortable that it wasn't going to be clawed back. One more tip - if you worked with a tax professional in 2022, check with them first. They might have records of payments you've forgotten about, especially if you were dealing with multiple K-1 corrections and amendments.

I'd be very cautious about this situation. Large unexpected refunds from the IRS are often errors, and you could be held liable for repayment with interest and penalties even if it wasn't your mistake. Before doing anything with that check, I'd strongly recommend: 1. **Get your account transcripts immediately** - both the regular account transcript AND the wage & income transcript that shows third-party payments. You can request these online at irs.gov or by calling 800-908-9946. 2. **Review ALL your 2022 tax documents** - your original return, any amendments, and especially look at estimated tax payment lines. With K-1 complications and multiple amendments, it's easy for payments to get double-counted or misapplied. 3. **Contact your tax preparer** if you used one - they may have records of payments made on your behalf that you've forgotten about. 4. **Don't spend the money yet** - deposit it in a separate high-yield savings account and don't touch it for at least 6-12 months. The IRS generally has 2 years to recover erroneous refunds. 5. **Document everything** - keep records of all your communications with the IRS about this issue. If they do come back later, showing good faith efforts to resolve it can help with penalty abatement. I've seen too many cases where people spent unexpected refunds only to face demands for repayment plus penalties later. Better safe than sorry with $12,500!