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Have you considered bankruptcy? I know it sounds extreme, but certain tax debts can actually be discharged in bankruptcy if they're old enough (generally 3+ years). Not saying it's the right choice, but might be worth looking into if the penalty abatements don't work out.
I hadn't considered bankruptcy yet. That feels like a last resort to me, especially since I'm trying to restart my business. Would the 2021 crypto tax debt even qualify since it's more recent? And wouldn't bankruptcy make it impossible to get business loans or credit in the future?
You're right to be cautious about bankruptcy. The 2021 crypto debt wouldn't qualify yet - tax debts must generally be from returns due at least 3 years before filing bankruptcy. So that major portion of your debt wouldn't be dischargeable right now. Bankruptcy does seriously impact your credit and ability to get business financing - typically stays on your credit report for 7-10 years. Since you're restarting your business, this could definitely create significant obstacles. Many business loans, commercial leases, and vendor credit arrangements check bankruptcy history specifically. I'd exhaust all options with penalty abatement and payment plans first before considering this route.
Your friend offering the loan to pay the principal is amazingly generous. Just make sure you get the loan terms in writing to protect both of you. Also, before accepting, double-check with your LITC advisor about how partial payments might affect your case. Sometimes making partial payments can restart certain statute of limitations clocks with the IRS.
Maybe I'm missing something obvious, but couldn't you just call the community college's financial office and request the 1098-T form? Schools are required to provide them for qualified education expenses. Might be easier than all these workarounds.
I actually tried that first! The financial aid office told me they only issue 1098-Ts for degree-seeking students, not for certificate programs like the pharmacy tech one. When I pressed them on it, they said something about certificate programs not meeting the federal requirements for the form, but that I could still claim the expenses on my taxes without it. That's exactly why I'm so confused - they won't give me the form but say I can still claim the expenses somehow. Was hoping someone here had been through something similar.
Ah, that makes sense. I wasn't aware that certificate programs were treated differently. After some research, it seems schools actually aren't required to provide 1098-Ts for non-degree programs, even though the expenses might still qualify for education credits. In your case, I'd go with the advice others have given about manually entering the expenses. Keep all your receipts and course enrollment documents handy in case of questions later. The Lifetime Learning Credit should work perfectly for your situation.
Quick tip from someone who went through this last year - make sure you're clear on whether your pharmacy tech program qualifies as an "eligible educational institution" for tax purposes. Not all certificate programs do, even at community colleges. Check if your school has a Federal School Code (you can look it up on the FAFSA website). If they do, you're good to claim the expenses. If not, you might be out of luck. Just wanted to mention this since no one else brought it up!
Just wanted to offer a different perspective - I went with a Nevada LLC for my online business and regretted it. They have a weird "Commerce Tax" that kicked in once I hit $4 million in revenue (which I didn't expect to happen so fast), and then I had to deal with the complicated registered agent requirements. Ended up converting to Wyoming LLC three years in and wish I'd done more research upfront. Don't just go with what's popular - really analyze your specific business model and growth plans.
Did the conversion process mess up your ability to take the QBI deduction that year? I heard entity changes can disrupt that 20% pass-through benefit.
The conversion actually didn't disrupt my QBI deduction that year. Since I went from one pass-through entity (Nevada LLC) to another pass-through entity (Wyoming LLC), the basic eligibility wasn't affected. However, I did have to carefully document the transition date and maintain separate accounting for the pre and post-conversion periods. The tricky part was that the conversion created a "short year" for tax purposes, which required some additional form filing and proration of certain expenses. I recommend getting a tax pro involved if you're considering a similar move.
Has anyone looked into the new state reporting requirements for LLCs with the Corporate Transparency Act? I just registered my Wyoming LLC and got notified I have to file beneficial ownership info with FinCEN. Seems like one of the advantages of Wyoming privacy is getting eroded.
Yeah, the Corporate Transparency Act is hitting every state. Started in January 2024. Every LLC, corp, etc has to report ownership to FinCEN. Doesn't matter which state anymore - Wyoming, Delaware, wherever - the privacy benefit is mostly gone now.
Something important that hasn't been mentioned yet - make sure your contracts and invoices clearly state what you're selling. I learned this the hard way! If you describe your service as "digital advertising design" in one place and "digital goods" somewhere else, tax authorities might classify them differently. Some states tax digital goods but not advertising services (or vice versa). I recommend having a lawyer review your service descriptions to make sure they're consistent throughout all your documents. This helped me successfully argue that what I was selling was actually a non-taxable service in my state rather than a taxable digital product.
That's really helpful! Is there specific wording you found works best for digital advertising design services? I'm trying to be as clear as possible on my contracts and invoices.
I found that "Professional advertising design services" works well as a consistent description. It emphasizes the service aspect rather than the deliverable. My lawyer suggested avoiding terms like "digital products," "digital goods," or anything that implies you're selling a product rather than a service. On invoices, I break down the work as "Professional advertising design and consulting services for social media campaigns" rather than just "Social media ads" or "Digital content." The more you emphasize the custom service nature of your work, the stronger your position that you're providing a professional service rather than selling digital goods.
Just to add from my experience - regardless of whether you need to collect sales tax, you should definitely register for a sales tax permit in your home state. I didn't do this initially because I thought "well, my services aren't taxable here so why bother?" Big mistake! When I tried to get some vendors to stop charging ME sales tax on my business purchases (by providing a resale certificate), I couldn't because I didn't have a sales tax permit. Some states also require you to have one even if you end up filing "zero" returns. It's usually free or very low cost to register, and it covers you from a compliance standpoint.
Lilly Curtis
Former VITA volunteer here. What happened to you shouldn't have happened. VITA volunteers are supposed to be certified and supervised. You mentioned they created their own 1098-T, which is a big no-no. Here's what I'd recommend: 1) Contact the site coordinator for that VITA location. Every site has a manager who oversees the program, and they need to know about this serious error. 2) Ask for a complete copy of what was filed. You're entitled to this. 3) Use the superseding return advice others mentioned, or if it's too late, file Form 1040-X to amend. 4) Consider filing a complaint if the site coordinator doesn't take this seriously: https://www.irs.gov/individuals/free-tax-return-preparation-for-qualifying-taxpayers
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Savannah Glover
ā¢I'm definitely going to contact the site coordinator. Should I specifically mention which volunteers made the mistakes, or just explain the situation generally? And is there any chance this could get me in trouble since I signed it even though the information was wrong?
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Lilly Curtis
ā¢It's helpful to mention specifically which volunteers made the mistakes so the coordinator can address the training issues, but don't worry about getting yourself in trouble. The IRS understands that taxpayers rely on preparers' expertise, especially in VITA programs. You're taking the proper steps to correct the return, which shows good faith on your part. Remember that VITA volunteers are trained specifically not to create forms or enter information they don't have documentation for. The site coordinator needs to know this happened so they can make sure those volunteers receive additional training or supervision. This protects future taxpayers from experiencing the same issues.
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Leo Simmons
Quick question - does anyone know if using the free tax software like TurboTax Free or H&R Block Free would be better than going back to VITA for fixing this? I'm also a student and had issues with VITA last year (though not as bad as OP's situation).
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Lindsey Fry
ā¢I've used both VITA and TurboTax Free. Honestly, for basic student returns, the free software is pretty foolproof. It asks straightforward questions about your education expenses and walks you through everything. Plus, you can save your work and think about it or do research before submitting.
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