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Has anyone considered tax-loss harvesting on cryptocurrency investments? If you have any crypto that's down this year, selling at a loss could potentially offset some investment income. The wash sale rule doesn't currently apply to crypto (although this might change), so you could sell and rebuy immediately.
This is actually a smart suggestion, but be careful. Even though wash sale rules don't technically apply to crypto yet, the IRS is increasingly scrutinizing these transactions. But if you have genuine crypto losses, this could help offset some investment income.
Check if any of your dividend income is from foreign sources. If so, you might be able to claim the foreign tax credit, which while it doesn't reduce your investment income, could help offset some of the tax impact from losing the EITC. Also worth checking if any of your investments made return of capital distributions that might have been misclassified as dividends on your statements.
For a more formal education, check out the NAEA (National Association of Enrolled Agents) courses. I took their Tax Business 101 and S Corporation Taxation modules when I started my consulting business, and they were incredibly comprehensive. If you're looking for free options, the IRS also has a Small Business Tax Workshop that covers a lot of basics. It's not S Corp specific but covers a lot of general business tax concepts that apply.
How difficult was the NAEA content? I don't have any formal accounting background - just basic bookkeeping for my business. Would I be in over my head?
You wouldn't be in over your head with NAEA courses. They're designed to be accessible to people without accounting backgrounds, starting with fundamental concepts and building from there. Each module typically begins with basics and progressively gets more detailed. The S Corporation course specifically explains concepts like reasonable compensation and pass-through taxation in plain language before diving into the more technical aspects. They also provide plenty of real-world examples that make it easier to understand how the concepts apply to actual businesses. Most of my fellow students were business owners like yourself rather than accounting professionals.
Has anyone tried the Pronto Tax School? I heard they offer certifications that are less intensive than becoming an EA but still pretty comprehensive for business owners.
Similar thing happened to me! Turned out that even though I made more money, I had accidentally switched from "single" to "married filing jointly" on my W-4 when I updated my address after moving. My HR person pointed it out when I asked why my withholding seemed low compared to previous years. Worth checking if anything like that changed on your W-4 without you realizing it.
How do you even check what's on your current W-4? Do you have to ask HR or is there somewhere you can see it yourself?
Most companies have an employee portal or HR system where you can view your current tax withholding settings. Look for something like "Tax Withholding" or "W-4 Information" in your employee portal. If you can't find it there, you'll need to ask your HR or payroll department for a copy of your current W-4 on file. Some companies also include your withholding status on your paystub, which might say something like "Single-0" or "Married-2" indicating your filing status and allowances. Though with the newer W-4 forms, they've moved away from allowances to more specific withholding calculations.
did the exact same thing happen to your federal withholding too? or just state? because different states have different withholding rules that don't always match the federal changes
Pro tip from someone who's been trading crypto for years: create a spreadsheet tracking all your purchases with dates, amounts, and which platform you used. Makes tax time WAY easier when you eventually sell. Robinhood is actually one of the better platforms for tax docs, but their reporting can still be confusing if you don't know what to look for.
I've had the best experience with TaxAct for crypto reporting. TurboTax has improved but still struggles with some of the more complex crypto situations like liquidity mining or certain DeFi transactions. If you have straightforward buying and selling, most tax software will handle it fine. But if you're into more advance
I just got my Robinhood tax forms too and I'm in the EXACT same boat! I bought some Ethereum in 2022 and haven't sold, but they still sent me forms. I called customer service and they said I don't need to report anything since buying isn't taxable. They told me they're required to send the documents by law but that doesn't mean I have any tax obligation. Hope that helps!
Ravi Sharma
Former restaurant manager here. You're 100% correct. If tips became tax-free, owners would absolutely use it as an excuse to keep hourly wages at absolute minimum. Why? Because they could argue "hey, you're making all this tax-free money now!" The other thing nobody's talking about: tip-sharing and pooling would become a nightmare. Right now, those systems work because everything is reported. Take away the reporting requirement and suddenly there's no accountability for how much is actually being collected and distributed. I've seen how restaurant owners operate, and I guarantee many would find ways to manipulate a tax-free system to their advantage, not the employees'.
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Freya Larsen
ā¢Do you think this would affect different types of restaurants differently? Like would high-end places where servers make $300+ per night handle it differently than diners where tips might be way smaller?
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Ravi Sharma
ā¢Absolutely. High-end establishments would likely see even more dramatic effects. In fine dining where servers can make $70,000-$100,000 annually primarily through tips, the impact on lending, retirement, and benefits would be catastrophic. Their reported income would suddenly appear to be just $15,000-$20,000 on paper. Smaller diners and casual places would still see negative effects, but the dollar amount difference wouldn't be as extreme. However, servers at these establishments often rely more heavily on programs like EITC and healthcare subsidies, which are all income-based. So while the absolute numbers might be smaller, the relative impact on their financial lives could actually be worse.
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Omar Hassan
Has anyone done the actual math on this? I'm curious how much tax you actually pay on tips vs how much you'd lose in benefits.
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Chloe Taylor
ā¢I did the calculations for my situation. Last year I made about $42k total, with $35k from tips. I paid roughly $4,800 in federal taxes on that income. But I received $2,300 in EITC and child tax credits. I also qualified for a $1,200/month apartment based on that income and got approved for a car loan at 5.9% interest. If only my hourly wage counted ($7k), I'd save $4,800 in taxes but lose $2,300 in credits. Plus my apartment application would be rejected (they require income 3x rent) and my car loan interest would jump to 18.5% as a "high-risk" borrower. Not worth it at all.
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