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That Lamborghini example is actually terrible tax advice. The tax court has repeatedly ruled against luxury vehicle deductions when they're excessive for the needs of the business. Even if you have a legitimate business, expenses must be "ordinary and necessary" - a Lambo is neither for most businesses. Look up the "Wellburn Yacht" case where a guy tried to deduct a yacht as a business expense and got hammered. Or the dentist who tried to write off his Corvette as a business vehicle. These are famous tax court cases because they're such obvious examples of pushing the limits.
But what about influencers who actually DO use luxury items as part of their business model? Like if your entire content is about luxury cars, wouldn't a Lambo be considered necessary?
That's a good question. For established influencers with substantial income from content specifically about luxury vehicles, there might be a legitimate case. However, the burden of proof would be extremely high. You'd need to show the direct connection between the specific vehicle and revenue generation, demonstrate that the entire vehicle (not just a portion) is used for business, and prove that the expense is reasonable relative to your business income. Most importantly, you'd need to show a history of profitability or a reasonable path to profitability. Starting from zero with a huge expense like a Lamborghini would be extremely difficult to justify to the IRS.
The biggest red flag in your post is the phrase "bogus side business" - that's literally admitting to tax fraud lol. The IRS doesn't play around with this. My cousin tried claiming his fishing boat was for a "fishing guide business" he had no intention of running and got audited. Ended up owing back taxes PLUS a 20% accuracy-related penalty.
Former tax preparer here. One thing nobody's mentioned yet - many in-person tax preparers at those seasonal tax shops are seasonal workers with minimal training. They're often using a guided software system similar to what you'd use at home - just a professional version. The real value comes when you work with an actual CPA or EA (Enrolled Agent) who knows the tax code inside out. They can do tax planning throughout the year, not just tax preparation at filing time. But those folks typically charge $250-500+ for even basic returns.
Is there any way to know if you're getting someone with real expertise vs a seasonal worker? I always see those pop-up tax places and wonder about the qualification level.
Ask about their credentials and experience directly. Anyone can call themselves a "tax preparer," but CPAs, Enrolled Agents, and tax attorneys have specific certifications and continuing education requirements. Look for those designations. At seasonal shops, ask how many years they've been preparing taxes and what training they've received. Experienced preparers, even without formal credentials, often have valuable practical knowledge. If they start working there just a few weeks before tax season, that's a red flag. Also, ask if they work on taxes year-round or just during tax season - year-round indicates more commitment to the profession.
When I used FreeTaxUSA I got a $2,350 refund. Went to H&R Block the next year (similar income/situation) and got back $2,290. Year after, tried TurboTax and got $2,490. Honestly I think its just normal variation in income, deductions etc year to year. No magic bullet imo.
Don't forget about GILTI (Global Intangible Low-Taxed Income) if your foreign LLC is treated as a corporation for US tax purposes! This was created in the 2017 tax reform and can result in additional US tax on certain foreign corporation income, even if you don't distribute the money to yourself. Also, depending on your ownership percentage, you might be dealing with Controlled Foreign Corporation (CFC) rules, which have their own complex reporting requirements. I made this mistake with my Singapore business and ended up with a $10,000 penalty for late filing Form 5471. It's no joke!
Woah, that sounds complex and potentially expensive. So how do you determine if your foreign LLC is considered a corporation for US tax purposes? Is that something I actively choose or does the IRS decide for me?
By default, a foreign LLC with a single owner is treated as a disregarded entity (essentially a sole proprietorship) for US tax purposes, unless you elect otherwise. If there are multiple owners, it's typically treated as a partnership. You can file Form 8832 to elect corporate treatment if that's beneficial for your situation. The key thing to understand is that the US tax classification might be completely different from how your entity is classified in the foreign country. So your "LLC" abroad might be treated as something entirely different by the IRS. This is why getting proper advice early is crucial - the filing requirements and tax treatment vary dramatically based on the classification.
Has anyone here dealt with banking issues for their foreign LLC? My bank in Portugal is threatening to close my business account because I'm a US citizen due to FATCA compliance issues. They said something about not wanting to deal with the reporting requirements to the IRS.
Yeah, this is a common problem. Many foreign banks don't want to deal with US citizen customers because of the FATCA reporting burdens. I had to shop around in Thailand to find a bank willing to work with my company. Usually larger international banks are more willing to deal with US citizens than smaller local ones.
Just select Cash and move on. You're overthinking this for 99 cents. IRS isn't going to audit you over pocket change lol.
I know it seems silly to worry about 99 cents, but I just want to make sure I'm doing everything right. Better safe than sorry when it comes to taxes! Thanks for the straightforward advice though.
Trust me, I get it. I used to work myself up over tiny details on my taxes too. My accountant friend always says "report everything accurately but don't lose sleep over pennies." The IRS is looking for major discrepancies, not whether you properly categorized less than a dollar. Cash basis is right anyway for most regular people.
Has anyone figured out why these trading apps are sending 1099-MISC forms for tiny amounts instead of just including it on the 1099-B with all the other investment info? Seems needlessly complicated.
It's because different types of income have to be reported on specific forms. The 1099-B is specifically for proceeds from broker transactions (buying/selling investments). The 1099-MISC Line 3 "Other Income" is for things that don't fit elsewhere - like referral bonuses, interest on uninvested cash, or promotional rewards. The IRS requires brokers to categorize each type of payment correctly. It is confusing though - I agree the system could be streamlined!
Reina Salazar
For what it's worth, you might be overthinking this. The software is just trying to determine if your state refund is taxable income. Quick rule: If you took the standard deduction (didn't itemize) on your federal return for 2022, then your state refund received in 2023 is NOT taxable. If you did itemize and included state taxes as part of your itemized deductions, then the refund might be taxable. So it's asking about state/local withholding specifically, not federal. Find boxes 17 and 19 on your W-2 like someone mentioned above.
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Caesar Grant
ā¢That makes a lot of sense now. I was definitely mixing up the federal and state parts. Looking at my W-2s now, I can see the state withholding amounts in box 17. One more question - do I need to enter anything for local tax withholding if my state doesn't have local income taxes?
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Reina Salazar
ā¢If your state doesn't have local income taxes, then you would just enter zero for the local tax withholding amount. Some states have both state and local income taxes (like New York with NYC tax, or Ohio with municipal taxes), while others only have state-level income tax. Just be sure to enter the state withholding amount from box 17, and if there's nothing in box 19 for local taxes, enter zero there.
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Saanvi Krishnaswami
When I was doing my taxes, I spent hours trying to figure out what "state/local refund amount" meant in TurboTax. Finally realized they just want to know how much your state refunded you last year to determine if it's taxable. The key is whether you itemized or took standard deduction last year. Did you get a refund from your state for tax year 2022 that was paid to you in 2023? If yes AND you itemized in 2022, you need to report it. If you took standard deduction, you can ignore it completely.
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Demi Lagos
ā¢This cleared it up better than anything else I've read! So simple when explained that way. Software tax questions are so confusing sometimes.
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