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.

That's interesting - my company definitely sets my hours and tells me exactly how to do the work. They even monitor my computer activity during work hours. Does that mean I should be classified as an employee instead? What would happen if I filed those forms you mentioned?

Based on what you're describing, it sounds like you're likely misclassified. When a company sets your hours, dictates how you perform your work, and monitors your activity, those are strong indicators that you should be classified as an employee, not an independent contractor. If you file Form SS-8, the IRS will review your situation and make a determination about your proper classification. This process can take several months, but it's free. If the IRS determines you are an employee, your employer would be responsible for paying their share of Social Security and Medicare taxes (the 7.65% you're currently paying as part of your self-employment tax). You could then file Form 8919 instead of Schedule SE to report those uncollected taxes on your income tax return, which would reduce your tax burden.

I'd recommend FreeTaxUSA over TurboTax for self-employed people. It does basically the same thing but costs like $15 instead of $120+ for the self-employed version of TurboTax. I've used both and FreeTaxUSA actually explained the self-employment deductions better.

We're in Illinois. Do you know if there are any special requirements here? The commercial was for a regional grocery chain, and I don't think they mentioned anything about special accounts when we signed the contracts.

Illinois doesn't have a specific Coogan Law like California or New York, so you don't have the same legal requirement to set up a blocked trust account. However, it's still a good practice to save some of your children's earnings for their future. Since the commercial was for a regional grocery chain and the earnings were relatively modest ($1,200 each), you're mainly just dealing with the standard tax considerations that have been discussed in other comments. Just make sure to check those W-2s to see if any taxes were withheld, as that would be a good reason to file returns for them to get those withholdings back.

Do kids who act in commercials need an agent? And how does that work with taxes if the agent takes a percentage? Does that count as a deduction?

Thanks for this suggestion! Which tax software were you using? I'm on TaxAct for Business, and I'm wondering if that might be the issue.

I was using ProSeries when I had that issue. With TaxAct, you should be able to check for updates by going to the Help menu and looking for "Check for Updates" or something similar. If you're using their online version rather than desktop software, try clearing your browser cache or using a different browser entirely. Sometimes these issues can also be related to the subscription level you have - some tax years might not be available if your subscription doesn't cover that period. Might be worth checking with TaxAct support directly if the update doesn't resolve it.

I filed our partnership extension last week using UltraTax and had no issues selecting the 2023 tax year (for filing in 2024). Everything processed normally. So I don't think it's an IRS-wide system issue.

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.