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2 Something important nobody mentioned yet - if you're living in the house on the property, you need to be careful about how you're allocating expenses. The portion related to your personal use of the home generally isn't deductible as a business expense. You might need to separate the business portion (land, cattle, outbuildings) from the personal residence portion. Also, if you're paying rent to the LLC, that could create income for the partnership, which would offset some losses. If you're not paying rent, there might be other tax implications to consider.
20 Good point about the house allocation. How would you recommend splitting this up on tax forms? Should the house be completely separate from the business assets?
2 I'd recommend separating the house value from the business assets when determining what portion of expenses (like mortgage interest and property taxes) are deductible business expenses. One approach is to determine the house's value as a percentage of the total property value, then allocate that percentage as personal use. The house doesn't need to be completely separate - the LLC can still own the entire property. You just need to properly allocate expenses between business and personal use. If you're not paying market-rate rent to the LLC for your personal use, there could be imputed income or other tax consequences to consider, so that's something to discuss with a tax professional familiar with your specific situation.
4 Has anyone dealt with cattle specifically? I'm curious if this qualifies as farming activity because there are special tax rules for farmers. Might affect how losses can be used.
19 Yes, cattle operations typically qualify as farming activities under IRS rules. This means you might be eligible for things like farm income averaging, which can help reduce your tax burden in profitable years. Even in loss years, farm activities have some specific rules that can be advantageous.
Has anyone here successfully negotiated an Offer in Compromise? I've heard the IRS settles for "pennies on the dollar" but don't know if that's just marketing hype from tax resolution companies.
The "pennies on the dollar" marketing is mostly hype, but Offers in Compromise are legitimate. The IRS accepts about 40% of OICs submitted, but they use a very specific formula: they look at your assets, income, and future earning potential to determine what they call your "reasonable collection potential." It's not about what percentage of the debt you're offering, but whether your offer matches what the IRS calculates they could reasonably collect from you over the remaining collection statute (usually 10 years from assessment). Some people qualify for significant reductions, while others might not qualify at all if they have substantial equity in assets or high income. The key to success is having the OIC properly prepared with thorough documentation of your financial situation. The application (Form 656) requires detailed financial disclosure, and the IRS verifies everything.
Hey OP, just sharing my experience - 4 years unfiled, owed $112K. The BIGGEST mistake I made was trying to handle it myself at first. If I could go back, I would have immediately hired a tax attorney (not just any tax preparer). The attorney was able to: 1) Stop immediate collection actions 2) File my returns strategically to minimize penalties 3) Negotiate penalty abatement (got about 40% removed) 4) Set up a manageable payment plan Cost me about $3,500 for the attorney but saved me at least $25K overall. In your situation with $175K owed, the savings could be much more significant. Just make sure to check credentials after your previous experience!
My wife had a similar situation with excess skin removal after weight loss surgery. What made the difference for us tax-wise was having extensive documentation from her dermatologist about the recurring fungal infections she was getting in the skin folds. Her primary care doctor and surgeon also documented how the excess skin was limiting her mobility and causing back pain. We deducted the surgery (around $12k) on our 2023 taxes. We did get a letter from the IRS asking for more information, but once we sent in all the medical documentation, they accepted the deduction without any further questions. The key is really distinguishing it from a purely cosmetic procedure. Make sure your doctors are specific about the medical issues being addressed.
Did you have to get a specific type of letter from the doctor or just your regular medical records? I'm wondering what documentation I should ask my doctor for.
We got three things from her doctors: 1) Her regular medical records showing the history of treatments for the skin infections, 2) A specific letter from her surgeon stating that the procedure was medically necessary to prevent ongoing infections and improve mobility, and 3) Before and after photos that were taken as part of her medical record (these showed the severe skin folds and how they were affecting her posture). The letter was the most important part. It specifically stated that this was not being done for cosmetic purposes but to address specific medical conditions. Make sure your doctor includes the medical diagnosis codes related to your skin issues and any functional limitations.
Has anyone used TurboTax to claim this kind of deduction? I'm wondering if their software flags this as a potential audit risk or if there's a specific way to enter it.
I used TurboTax last year to deduct my post-weight loss skin removal surgery. You just enter it as a medical expense with all your other medical costs. The software itself doesn't specifically flag it, but it does remind you that you need documentation for all medical expenses. I kept all my documentation in a separate file just in case of an audit, but TurboTax itself was pretty straightforward about it. Just make sure you're itemizing deductions rather than taking the standard deduction, otherwise your medical expenses won't matter.
One thing nobody's mentioned - if you're expecting a refund, you have 3 years from the original due date to file and still get your money back. So for 2023 taxes that were due April 15, 2024, you have until April 15, 2027 to claim any refund. After that, the money goes to the government permanently. But if you OWE money, definitely file ASAP because those penalties stack up fast! The failure-to-file penalty alone is 5% of your unpaid taxes for each month you're late, up to a maximum of 25%.
Thank you for mentioning this! I'm actually expecting a small refund based on my calculations. So does that mean I won't face any penalties at all for filing late? That would be a huge relief.
That's right! If you're owed a refund, the IRS doesn't charge penalties for filing late. They're only interested in penalties when you owe them money. The only downside to filing late when you're due a refund is that you're essentially giving the government an interest-free loan for longer. And of course, you won't get your refund until you actually file. But there's no financial penalty for lateness when the IRS owes you.
Has anyone here tried filing a paper return when late instead of e-filing? I heard the processing time is like 6 months for paper returns now. Is e-filing still an option even if you're months late?
I filed paper in July last year (for 2022 taxes) and it took almost 8 months to process! Definitely e-file if you can. The IRS accepts e-filed returns year-round for past years. The only reason to paper file is if you have some unusual situation that the e-file system rejects.
Riya Sharma
You could also consider section 179 deduction for the improvements you made to the yard instead of including it in home office calculation. Things like the special fencing, turf, washing station etc might qualify as business equipment/improvements. Might be a cleaner deduction than trying to include outdoor space in home office square footage.
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Jayden Reed
β’I hadn't even thought about Section 179 for the yard improvements! Would that be instead of including the square footage in my home office calculation, or could I possibly do both? The improvements cost about $4,800 total.
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Riya Sharma
β’You generally can't double-dip by claiming the same expenses two different ways. The home office deduction would let you deduct a percentage of all household expenses including utilities, insurance, mortgage interest, etc. based on square footage used for business. If you instead use Section 179 for the improvements, you could potentially deduct the full $4,800 immediately rather than depreciating it over time, but you wouldn't include that outdoor space in your home office square footage calculation. It often comes down to which method gives you the better deduction in your specific situation.
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Santiago Diaz
Has anyone used Schedule C for this instead of Form 8829? I've heard the simplified option ($5 per square foot up to 300 sq ft) is easier but obviously doesn't work well for outdoor space.
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Millie Long
β’The simplified option is definitely easier but it's generally not great for this situation. It's capped at 300 sq ft which is probably less than your combined indoor office and outdoor dog area. Plus, as you mentioned, there's no provision for including outdoor space. I'd stick with the regular Form 8829 if you want to include that yard space.
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Santiago Diaz
β’Thanks for confirming my suspicion. The simplified method seems too limiting for my situation. I'll go with Form 8829 so I can properly document all the space I'm using for business.
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