This makes so much sense now! I think I was overthinking the questions because unemployment feels different than a regular job, but from a dependency perspective, I'm still supporting myself. Did you end up just answering "yes" to the question about supporting yourself with earned income even though unemployment was part of your support?

Yes, I answered "yes" to supporting myself with earned income, even though a good chunk of my income was unemployment. The key is understanding what TurboTax is really asking - they're trying to determine dependency status, not doing a technical breakdown of income types. For dependency test purposes, the important thing is that you're supporting yourself (versus being supported by parents), not the technical classification of each income source. Once I answered "yes" to supporting myself, TurboTax correctly skipped Form 8615 and everything else fell into place. Form 8615 is specifically for children/students who ARE dependents and have unearned income above certain thresholds. Since you're not a dependent, that form shouldn't apply to you regardless of how much of your income is "earned" vs "unearned.

No, unemployment benefits are definitely considered unearned income for tax purposes. Even though you might have paid into the system while working, the IRS classifies unemployment compensation as unearned income - similar to interest, dividends, or other income you didn't directly work for. This distinction matters for things like the Earned Income Tax Credit (which requires earned income), but in OP's case, the key issue isn't about earned vs. unearned income - it's about dependency status. Since they support themselves and can't be claimed as a dependent, Form 8615 wouldn't apply regardless of how their income is classified.

Thanks for bringing this up, but these are both primary residences. We've lived in our current home for 6 years, and the childhood home will become our new primary residence once we complete the purchase. So I think we should qualify for the capital gains exclusion rather than needing the like-kind exchange rules.

You're absolutely right that the primary residence exclusion is your best option here. Since you've lived in your current home for 6 years, you easily meet the 2-out-of-5 years requirement. I mentioned like-kind exchanges just as an alternative for readers in different situations, but your plan to use the Section 121 exclusion for primary residences is perfect for your situation. Just make sure to keep good records of both transactions for your tax files.

I used TurboTax last year for my home sale. It asks all the right questions about how long you lived there and the purchase/sale prices. Just make sure you have all your closing documents handy. The land contract part might be trickier though.

Thanks for bringing this up! I'm in Minnesota and had no idea states might have different rules. Does anyone know if Minnesota has any special provisions for medical expenses? I'll look it up too, but thought someone here might know off-hand.

Minnesota does allow medical expense deductions, but they generally follow the federal rules. However, Minnesota has some specific provisions for certain care expenses that might help in your situation. If you're paying for long-term care services or have significant prescription drug costs, there are some additional state tax benefits you might qualify for. I'd definitely recommend looking at the Minnesota Department of Revenue website for details, as state tax provisions can change year to year. But in general, if you're itemizing medically on your federal return, those same deductions will carry over to your Minnesota return.

I switched from TurboTax to FreeTaxUSA last year and found it much better for handling my medical expenses. It's more straightforward about categorizing different types of medical costs, and I found their interview process more thorough for catching deductions TurboTax seemed to miss. Plus it's WAY cheaper. I was paying like $120 for TurboTax Deluxe plus state, and FreeTaxUSA was only about $15 for state (federal is free). Might be worth trying if you're not locked into the TurboTax ecosystem.

I've used H&R Block's software for the past three years, and it handles medical expenses pretty well. Their interface for entering medical expenses lets you categorize everything by type (doctor visits, hospital stays, prescriptions, etc.) which makes it easier to organize. One thing I really like is their audit risk assessment that gives you a heads-up if your medical deductions seem high compared to your income level. That helped me make sure I had all the proper documentation ready just in case.

This is super important! Alaska has some unique property rules. OP should definitely check if the property was in an area with subsurface rights or native corporation interests because that can change everything about how it's reported.

Absolutely right about the subsurface rights. The other thing to consider is whether the property was received via a Native allotment or corporation, as these have different tax treatments than standard inherited property. There are special provisions for Alaska Native lands that don't apply elsewhere. If the property was in a remote area, sometimes the assessment records aren't as detailed as they would be in more populated areas, so you might need to look for comparable sales from newspapers or other records from 2007. Some Alaska boroughs have surprisingly good historical data available online now.

Which software did you end up using that worked? I'm in a similar situation for 2024 and worried about making the same mistake.

Thanks for clarifying this! I'm the contractor and my client asked me to complete this form so they can pay me and report it properly. So I'll put my full legal name and address in Box C. Just to double check - this isn't the W-9 form, right? Because I filled one of those out already.

You're welcome! If you already filled out a W-9, then this is probably a different form. The W-9 is what contractors fill out to give to clients (it provides your taxpayer info), while the 1099-NEC is what the client sends to both you and the IRS reporting how much they paid you. It's a bit unusual for a client to ask you to fill out your own 1099-NEC since they typically prepare that form based on the W-9 you already provided. They might be asking you to verify the information they have, or they could be confusing which form they need from you. Might be worth asking them to clarify which specific form they need you to complete.

This is actually not entirely accurate. The IRS does accept standard USPS abbreviations in addresses. I work in payroll and we use standard abbreviations all the time without issue.