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Before you even consider an OIC, have you looked into whether you qualify for Currently Not Collectible status? If your financial situation is really tight, you might qualify for CNC which would pause your payments until your finances improve. It doesn't make the debt go away, but it gives you breathing room without the lengthy OIC process.
I went through the OIC process about 6 months ago with a similar debt amount ($12k from freelance work). Here's what I learned: First, the IRS really does look at your entire financial picture - not just the debt amount. They calculate your "reasonable collection potential" which includes your assets, income, and necessary living expenses. If you can demonstrate genuine financial hardship or that paying the full amount would prevent you from meeting basic living expenses, you have a shot regardless of the debt size. My biggest mistake initially was trying to do it myself. The forms are incredibly detailed and one small error can get your application rejected. I ended up working with a tax professional who helped me properly document my case. We showed that my current income barely covered my necessary expenses and that the monthly payment plan was actually causing me to go deeper into debt with credit cards just to cover basics. The process took about 8 months total, but I ended up settling for about 35% of what I owed. The key was proving that this was truly the most the IRS could reasonably expect to collect from me given my circumstances. One warning though - during the application process, you can't miss any payments if you're currently on a payment plan. They'll reject your OIC if you become delinquent while it's being reviewed.
Thanks for sharing your experience! This is really helpful. I'm curious - when you mention working with a tax professional, did you go with a CPA, enrolled agent, or tax attorney? I'm trying to figure out what type of professional would be best for an OIC case like mine. Also, did the IRS require any specific documentation to prove your financial hardship beyond the standard forms?
Has your brother filled out a FAFSA for college? If your mom can't claim him as a dependent due to his investment income, he should file the FAFSA as an independent student, which might actually help him qualify for more financial aid since only his income and assets would be considered, not your mom's. This could potentially offset some of the tax disadvantages of not being able to be claimed as a dependent. Just something to consider for the bigger financial picture.
Based on everything discussed here, it sounds like your mom unfortunately cannot claim your brother as a dependent due to his $19k in investment income exceeding the $4,850 gross income limit for 2024. Since he's over 24, he can't qualify as a "qualifying child" where investment income wouldn't matter. However, this might actually work out better financially for your family overall. Your brother should definitely file his own return and will be able to claim his full standard deduction. More importantly, he'll likely qualify for education tax credits like the American Opportunity Credit (up to $2,500) or the Lifetime Learning Credit, which could provide significant tax benefits that your mom wouldn't be able to claim for him anyway. For your mom's situation, make sure she explores other tax benefits available to retirees. Since she retired mid-year, she should check if she qualifies for the Retirement Savings Contribution Credit on any 401k contributions she made before retiring. Also, if she hasn't already, she should review her withholding on any pension or Social Security benefits to avoid underpayment issues next year. Sometimes what looks like a tax disadvantage initially can actually work out better when you look at the whole picture!
This is really helpful - I hadn't thought about the education credits angle! Since my brother will be filing his own return anyway, those credits could definitely help offset the loss of being claimed as a dependent. Do you happen to know if there are any income limits on the American Opportunity Credit? With his $19k in investment income, I want to make sure he'd still qualify. Also, are there any other tax benefits for students that we should look into for his situation? Thanks for pointing out the bigger picture perspective - sometimes these tax situations are more complex than they initially seem!
Thanks for starting this discussion! I'm in a similar boat with about $28k in back taxes from my consulting business. Reading through everyone's experiences has been really eye-opening. I've been leaning toward trying the DIY approach first using some of the tools mentioned here. The idea of paying $4-5k upfront to a company like TaxRise when I might be able to handle it myself (or with a local CPA for much less) makes a lot of sense. One question for those who've gone the self-representation route: how did you handle the intimidation factor of dealing directly with the IRS? I keep imagining worst-case scenarios where I say the wrong thing and make my situation worse. Any tips for building confidence before making that first call? Also, has anyone used the Taxpayer Advocate Service? I've seen it mentioned on the IRS website but not sure if it's relevant for situations like ours.
Great question about the intimidation factor! I was terrified of my first IRS call too, but here's what helped me: First, remember that IRS agents are just people doing their jobs - they actually want to help you resolve your situation because it closes cases for them. Second, prepare beforehand by writing down your key points and having all relevant documents ready. Third, if you get an agent who seems unhelpful, politely end the call and try again later - you'll often get someone different. Regarding the Taxpayer Advocate Service, they're definitely worth knowing about but typically only get involved when you've already tried normal IRS channels and hit roadblocks, or when you're facing significant hardship. For straightforward installment agreements or offers in compromise, you probably won't need them initially, but it's good to know they exist as a backup if things get complicated. One tip that really helped my confidence: start by calling the IRS just to request transcripts or basic account information before diving into resolution discussions. It's low-stakes practice that gets you comfortable with their phone system and procedures!
I really appreciate everyone sharing their experiences here! As someone who's worked in tax resolution for over a decade, I want to add a few thoughts that might help you make the best decision for your specific situation. The $36k debt with multiple unfiled returns definitely makes your case more complex than a simple installment agreement. Companies like TaxRise can be worth it IF you truly don't have the time or capacity to handle it yourself, but you're right to be cautious about the costs. Here's what I'd recommend: Start by getting your tax transcripts from the IRS (you can order these online) and filing those missing returns yourself or with a local preparer. Once you have a complete picture of what you actually owe (penalties and interest can be negotiated), then decide if you want professional help. The Fresh Start program mentioned earlier is real and has helped millions of taxpayers. For your debt level, you'd likely qualify for a streamlined installment agreement without extensive financial disclosure if you can pay it off within 72 months. One red flag to watch for with ANY tax relief company: if they guarantee specific outcomes or tell you to stop communicating with the IRS while they "handle everything," run. Legitimate professionals will always be upfront about what they can and cannot promise. Your health crisis and business complications might actually work in your favor for penalty abatement - the IRS has reasonable cause provisions that many taxpayers don't know about.
This is incredibly helpful advice! I hadn't considered that my health crisis might actually help with penalty abatement - that's definitely something I want to look into. The idea of starting with tax transcripts and getting the complete picture before deciding on professional help makes a lot of sense. One follow-up question: when you mention "reasonable cause provisions," what kind of documentation would typically be needed to support a health crisis claim? I have medical records from that period, but I'm not sure what the IRS would specifically want to see to justify the unfiled returns. Also, for the streamlined installment agreement you mentioned - is there a significant difference in terms or approval likelihood compared to a regular installment agreement that might make it worth pursuing?
Has anyone used their home gym for both in-person training clients AND filming content for online coaching? I'm wondering if I can write off the entire room as a home office if it's used for both purposes?
I do exactly this! I use my home gym for 1-on-1 clients and filming workout content. My tax guy said I can deduct the square footage of that room as a home office since it's used exclusively for business. But you CANNOT use that space for personal workouts at all or it disqualifies the entire deduction. I literally have a separate area in my basement with a few dumbbells for my own workouts to keep everything clean for tax purposes.
Great question! I'm in a similar situation - planning to launch my personal training business early next year but want to get my equipment sorted now. From what I've researched, the key is showing "active preparation" for your business launch. One thing I'd add to the excellent advice already given - consider getting your business license and EIN now if you haven't already. Even if you're not actively earning revenue yet, having these official documents helps establish your business intent timeline for the IRS. Also, I'd recommend creating a detailed business plan that includes your equipment needs and how each piece will be used for client training. This documentation becomes really valuable if you ever get questioned about the business purpose of your purchases. Keep in mind that if you're buying higher-value equipment (like a $3,000 home gym setup), you might want to spread some purchases into 2025 to maximize your deduction benefits across tax years. Good luck with the launch!
Lucas Turner
Kinda off-topic but important for your FAFSA issue - have you considered asking your school about a "Dependency Override" for financial aid purposes? Even if your parents claim you on taxes, FAFSA might still consider you independent in special circumstances. I work in a college financial aid office, and we process these for students who have unusual situations with parents. You'd need to document why you can't provide parent info (their refusal to file taxes might qualify). Each school handles this differently, but it's worth asking about. This wouldn't affect your tax situation, just how FAFSA views your dependency status for aid purposes.
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Kai Rivera
ā¢This! I got a dependency override my sophomore year when my parents refused to provide their info. Had to write a detailed letter explaining the situation and get statements from my academic advisor and a counselor confirming my circumstances. Got way more financial aid as an independent student.
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Aliyah Debovski
As someone who works with tax compliance, I want to emphasize that your parents really need to prioritize getting their back taxes filed ASAP. The longer they wait, the more penalties and interest accumulate - we're talking potentially thousands of dollars in additional costs. For your specific situation, the dependency status change is totally normal and legal. What matters for 2024 is whether you meet the dependency tests for that year - age (under 19 or under 24 if full-time student), residency (living with them more than half the year), and support (they provide more than half). One thing to watch out for: if your parents do claim you as a dependent for 2024, make sure YOU don't also claim your personal exemption when you file. This is a common mistake that triggers IRS matching programs and can delay processing for both returns. Also, document everything about your living situation and support provided. If there's ever a question about the dependency claim, you'll want records showing when you moved back home, what expenses your parents covered, etc. The FAFSA dependency override mentioned by Lucas is definitely worth exploring - that could solve your financial aid issues even if the tax situation stays complicated.
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Jamal Carter
ā¢This is really comprehensive advice, thank you! Just to clarify - when you say "make sure YOU don't also claim your personal exemption" - does this mean if my parents claim me as a dependent, I literally cannot file my own tax return at all? Or I can still file but just can't claim certain things? I'll definitely start documenting everything about my living situation. Should I be keeping receipts for things my parents pay for, or is it more about tracking dates and general expenses? Also, do you know if having my parents claim me as a dependent will affect my eligibility for things like the American Opportunity Tax Credit for my tuition expenses?
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