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Dmitry Volkov

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I received exactly 3 verification letters over the past 5 years. In 2020, it delayed my refund by 42 days. In 2022, only 16 days. This year, I verified my identity online and received my refund in exactly 9 days. The IRS has definitely improved their verification processing times by approximately 78.6% since 2020. If you receive a letter, I suggest responding within 24 hours for fastest processing. Just be cautious about verifying through unofficial websites - always go directly through IRS.gov links.

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Ava Thompson

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Good advice. Check letter carefully. Use official IRS channels only. Have your documents ready. Previous year's AGI helps. Verification can be quick if prepared.

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CyberSiren

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If you're concerned about receiving a verification letter, you might consider filing a Form 8821 (Tax Information Authorization) which allows a tax professional to speak to the IRS on your behalf should issues arise. This can sometimes help resolve verification issues more quickly, especially if you're not familiar with the US tax system. I've seen this approach work well for several clients who were new to filing in the US.

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Giovanni Marino

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I always keep a record of my hours and pay when working jobs like this exactly because of situations like yours. Even a simple notes app on your phone can save you so much hassle later. Hope you get this sorted out!

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Fatima Al-Sayed

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This is great advice but doesn't help OP now lol. I've started taking pictures of my paychecks too since my last employer "lost" my employment records when I needed proof of income for an apartment application.

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Natasha Volkova

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Don't panic - this is definitely fixable! I went through something very similar when a small restaurant I worked at closed abruptly. Here's what I learned: First, definitely don't skip reporting the income. $14,500 is substantial enough that it could cause real problems later if the IRS discovers it through other means (bank deposits, business expense deductions by your former employer, etc.). You'll want to use Form 4852 (Substitute for Form W-2) to report this income. Gather whatever documentation you can - bank statements showing deposits, any text messages about pay, even photos of cash if you took any. The IRS understands that sometimes documentation is limited in these situations. Since you were likely paid under the table with no withholdings, you'll probably owe both income tax and self-employment tax on this amount. It's not fun, but it's better to get compliant now than deal with penalties and interest later. Also consider whether you were actually an employee or independent contractor - this affects how much you'll owe in taxes. If you had set hours, used their equipment, and they controlled how you did your work, you were probably an employee, which could save you some money on the self-employment tax portion. Document your attempts to contact the former employer (disconnected phone, bounced emails) - the IRS likes to see you made a good faith effort to get proper documentation.

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Avery Davis

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Anyone know if it makes sense to do cost segregation on smaller properties? I've got a single family rental worth about $250k. Most companies seem to focus on much larger properties or commercial stuff.

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Collins Angel

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I did it on my $280k duplex last year. Company charged $3,500 for the study but it generated about $12k in tax savings the first year. Definitely worth it in my case, but it really depends on your tax bracket and how much income you're offsetting. If you're not in at least the 24% bracket, the numbers might not work as well.

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Mei Wong

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Great thread! I'm going through this process right now with my first rental property. One thing I learned that might help others - make sure to factor in your state taxes too when calculating potential savings. I'm in California with high state income taxes, so my effective tax rate on the accelerated depreciation is actually higher than just the federal rate, which made the numbers work even better. Also, if you're planning to do multiple properties, some companies offer package deals that can bring the per-property cost down significantly. I'm getting quotes for doing 4 properties at once and the cost per study drops from about $5K each to around $3K each when bundled. One question for those who've done this - do you typically do the cost segregation in the same year you purchase the property, or wait until the following tax year? I closed in December and wondering if there's any advantage to timing it one way or the other.

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Drake

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Can somone explain why the government allows businesses to deduct losses but not individual gamblers? If I start an LLC for my sports betting, could I then deduct the losses?

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Layla Mendes

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Creating an LLC won't help you deduct gambling losses against ordinary income. The IRS specifically classifies gambling as a personal activity, not a business, unless you can prove you're a "professional gambler." To be considered a professional gambler, you must demonstrate that you approach gambling as a business with the primary purpose of making a profit, not entertainment. This includes maintaining complete records, having expertise, devoting significant time to gambling activities, and showing a history of profitability. It's an extremely high bar that few people meet. Even professional gamblers face restrictions - their losses can only offset gambling income, not other types of income. Additionally, attempting to create an LLC just to reclassify personal gambling as a business could potentially be viewed as tax avoidance by the IRS.

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Finnegan Gunn

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I've been following this discussion and wanted to add something important that hasn't been mentioned yet - the timing of when you report gambling winnings and losses. If you're planning to make that $3,800 bet next month, remember that any winnings or losses will be reportable on your 2025 tax return (due April 2026), not your current 2024 return. This might affect your tax planning strategy. Also, if you do win and receive a Form W-2G from the sportsbook (which you typically get for winnings over $600 that are at least 300 times your wager), the IRS already knows about your winnings. Make sure you report them even if you don't receive a tax form - the threshold for reporting gambling income to the IRS is actually lower than what triggers a W-2G. One more thing - if you're in a state where sports betting winnings are subject to state taxes, remember that the rules for deducting gambling losses at the state level can be completely different from federal rules. Some states don't allow gambling loss deductions at all, even if you itemize federally.

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Dylan Cooper

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Can someone explain why this even matters? If it's your S-Corp and all the money flows to you either way, why does the IRS care how you classify it?

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Sofia Morales

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It matters because of employment taxes. S-Corp distributions aren't subject to self-employment tax (Social Security and Medicare), but wages are. At 15.3% combined (employer + employee portions), the tax difference can be huge. This is exactly why the IRS scrutinizes S-Corp compensation - they want to make sure business owners aren't avoiding employment taxes by taking artificially low salaries and large distributions. They're particularly focused on professional service businesses like law, accounting, medicine, etc. where the owner's personal services generate most of the income.

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Aaliyah Reed

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The reasonable compensation analysis for your situation is complex, but I'd strongly recommend documenting your decision process thoroughly. As others have mentioned, $168,600 is almost certainly too low for a $5M law practice. One approach I've seen work well is to break down your compensation into components: (1) what you'd pay an attorney with your experience to handle the legal work, (2) what you'd pay someone to manage a business of this size, and (3) any premium for specialized expertise or client relationships you bring. You might also consider a gradual approach - if you've been taking minimal salary historically, the IRS may be more understanding of a phased increase to reasonable levels over 2-3 years rather than a sudden jump. This shows good faith effort to comply while managing cash flow. Whatever number you settle on, make sure you can justify it with market data and keep detailed records. The IRS burden is to prove compensation is unreasonable, but you want to make their job as difficult as possible with solid documentation.

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