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22 Don't overlook state taxes in all of this! I made that mistake when catching up on my back taxes. Got all my federal returns sorted out and then realized I still had to deal with state returns. Each state has different requirements and look-back periods.
1 Oh geez I hadn't even thought about state taxes! Do you know if Missouri has the same 6-year lookback period as the IRS? Or do I need to file all 10 years with the state?
22 Missouri generally follows the federal statute of limitations, so the 6-year lookback period is similar. However, there are some important differences. Missouri's Department of Revenue can be a bit more aggressive about collecting on older debts than the IRS in some cases. The good news is that Missouri offers voluntary disclosure programs that might help reduce penalties if you come forward voluntarily before they contact you. I'd recommend checking the Missouri DOR website or calling them directly after you get your federal situation straightened out. In my experience, state tax agencies are actually easier to reach by phone than the IRS.
5 Just wondering, has anyone used those tax relief companies that advertise on the radio? They claim they can settle your tax debt for pennies on the dollar. Are those legit or just scams?
8 Most of those "pennies on the dollar" tax relief companies are extremely misleading. What they're referring to is the IRS Offer in Compromise program, which is legitimate but has very strict qualification requirements that most people don't meet. These companies often charge thousands upfront with no guarantee of results. The reality is that if you have assets or a decent income, you likely won't qualify for significant reductions. The IRS has standard formulas they use to determine eligibility. You're better off working directly with the IRS or hiring a reputable local tax professional who charges reasonable fees. The IRS provides payment plans that most people can qualify for without needing a special "tax relief" company.
My tax guy always says that even a short-term property sale won't trigger self-employment tax unless you've been making substantive improvements with the intention to sell for profit. Living in it as your primary residence indicates personal use, not a business activity. Your brother should keep good records though - document that he's living there as his primary residence, keep all utility bills, change his address officially, register to vote there, etc. The more evidence he has that this was his home (not an investment property), the better position he'll be in if questions ever come up. I think your brother's plan makes sense given the rent increase. Even with potential capital gains tax, he might still come out ahead compared to paying the higher rent for three years.
Does he need to do anything special on his tax forms to show it was his primary residence even though he didn't meet the 2-year test? Is there a specific form or something?
There's no special form specifically for declaring a primary residence that doesn't meet the 2-year test. He would report the sale on Schedule D and Form 8949 like any capital gain, but the key is keeping those supporting documents we discussed in case of questions. If he qualifies for a partial exclusion due to work-related move, health reasons, or unforeseen circumstances, he would need to fill out Form 2119. But from what you've described, planned retirement and moving overseas probably wouldn't qualify as an unforeseen circumstance, so he should plan on paying the full capital gains tax.
My parents just went through this! They bought a house, then dad got transferred unexpectedly and they had to sell after only 14 months. The tax part was actually pretty straightforward - they just paid capital gains tax on the profit (thankfully housing prices hadn't gone crazy in their area so it wasn't much). One thing they learned - if you have a legit reason for selling before 2 years, like job transfer, health issues, or certain other "unforeseen circumstances," you might qualify for a partial exclusion of capital gains. Doubt retirement plans would count though since that's a known, planned event.
Did they use TurboTax or some other tax software to figure all this out? I'm trying to decide if I need an accountant for my situation or if the tax software can handle these kinds of scenarios.
Hey, just wanted to add some practical advice as someone who's worked cash jobs through high school and college. Keep a simple notebook or use a notes app on your phone and write down EVERY payment - date, amount, and what it was for. Take a picture of the cash before you deposit it too. When you deposit cash, don't do it all at once. Small regular deposits that match the work you're doing won't raise flags. And remember, banks are required to report cash deposits over $10,000, but they also report patterns of deposits just under that amount (called "structuring" which is actually illegal).
Is there a specific app you'd recommend for tracking cash payments? And do you actually need to take pictures of the physical cash? What does that prove exactly?
I just used the regular notes app on my phone, nothing fancy. The key is consistency - record everything right when you get paid so you don't forget. Taking pictures of cash isn't absolutely necessary for tax purposes, but I found it helpful when I needed to look back and verify amounts. It's more a personal record-keeping tip than a legal requirement. The most important thing is documenting when and how much you earned so you can accurately report it at tax time.
Just so you know, your parents might still need to be involved here. Since you're 15, they'll still claim you as a dependent on their taxes. If you make enough from your jobs (both regular and cash), you might need to file your own return, but your status as a dependent doesn't change. Also, most banks require an adult co-signer for minors under 18 anyway, so your parents probably have access to see your deposits. Better to be upfront with them now than have them surprised later!
That's actually not completely true. The rules for dependents filing their own returns depend on both earned and unearned income. For 2025, if your earned income is over $12,950, you need to file your own return even if someone claims you as dependent.
Thanks for the clarification. You're right about the filing threshold for earned income. The important thing for the original poster to understand is that being a dependent doesn't mean your parents file for your income on their return - you'd still need to file your own if you meet the thresholds. The point about bank accounts is still relevant though - as a minor, the parents will have visibility into banking activity in most cases, so having a conversation about the cash income is important.
I went through this exact same nightmare last year! If you filed with TurboTax online, you can actually access your full return PDFs which include a "Wages Summary" page that breaks down each W-2. Just log in, go to Documents, download the full PDF (not just the 1040), and look through the supporting schedules. Saved me from having to contact 3 different ex-employers!
This is the right answer! The full tax return PDFs in TurboTax include all the supporting docs with the employer breakdowns. Just make sure you're looking at the COMPLETE return, not just the 1040 summary.
Don't forget to check if your city offers any voluntary disclosure programs before filing all those back taxes! Many cities have amnesty programs where they'll waive penalties (and sometimes interest) if you voluntarily file past-due returns. Might save you a lot of money compared to just filing and accepting all penalties.
PixelPrincess
Does anyone know if the expanded Line 1 for wages will affect how we report income from gig work? I drive for Uber and do DoorDash, and I'm never sure if that should go on Line 1 or Schedule C. With these changes, would that fall under "Line 1h: Other earned income"?
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Isabella Costa
โขYour gig work from Uber and DoorDash shouldn't go on Line 1h. That income is considered self-employment income and should continue to be reported on Schedule C. The "Other earned income" on Line 1h is generally for earnings that are treated as wages but don't fit in the other categories. As a self-employed gig worker, you'll still report your income and expenses on Schedule C, calculate your net profit or loss, and then that flows to Schedule 1 and ultimately to Form 1040. These changes to Line 1 don't change the fundamental way gig workers report their income.
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Omar Farouk
Will tax software be ready for these changes? I always use TurboTax but I'm worried these new form lines will cause problems, especially with all my crypto transactions from 2022.
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Chloe Martin
โขTax software companies update their programs every year based on IRS changes. TurboTax, H&R Block, and other major tax software should have all the new form changes implemented before filing season begins. They usually start updating their systems as soon as the IRS finalizes the forms.
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