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Ask the community...

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Noah Irving

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Another option to consider is opening a SEP IRA instead of a Solo 401k. With a SEP, you can contribute up to 25% of your net self-employment income (slightly higher than the Solo 401k employer contribution rate). The setup is way simpler, and many brokerages offer them with no fees. The downside is you can't do the mega backdoor Roth strategy with a SEP IRA, but if your main goal is just to shelter some of your 1099 income from taxes, it might be the simplest solution. I've been using one for my freelance work for years and it takes me like 5 minutes a year to manage.

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Thanks for suggesting the SEP IRA option. I'm curious though - since my main goal is to take advantage of the mega backdoor Roth strategy, would you still recommend going with the Solo 401k despite the additional complexity? Also, are there any specific providers you'd recommend that definitely support after-tax contributions and in-plan Roth conversions?

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Noah Irving

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If your specific goal is to implement the mega backdoor Roth strategy, then yes, you'll definitely need to go with the Solo 401k despite the extra paperwork. The ability to make after-tax contributions and do in-plan Roth conversions is simply not available with a SEP IRA. For providers that support these features, I'd recommend checking out Schwab, E*TRADE, and Fidelity's Solo 401k options. Not all providers support after-tax contributions or in-plan conversions, so you'll want to specifically ask about those features when setting up your account. Vanguard, surprisingly, doesn't offer these features for their Solo 401k plans despite being popular for retirement accounts.

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Something nobody's mentioned yet - make sure your side hustle actually qualifies as self-employment income! If you're just doing a one-off project and getting a 1099-NEC, but don't have an actual ongoing business with profit motive, the IRS might challenge your Solo 401k setup. My tax guy told me that you need to show that you're truly in business - having multiple clients, keeping good records, separate business bank account, etc. Made that mistake my first year of freelancing and had to do some backtracking.

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That's really good to know! I definitely have an established side business that I've been running for a couple years, with multiple clients and proper bookkeeping. I just haven't set up a retirement account for it yet. Is there any specific documentation I should keep to prove the business is legitimate in case of an audit?

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Great question! Keep detailed records of everything - client contracts, invoices, payment receipts, business expenses, marketing materials, and correspondence showing you're actively seeking new clients. A separate business bank account is crucial, and document any business licenses or permits you have. Also maintain a business calendar showing time spent on business activities, and keep records of any professional development or training related to your side business. The IRS wants to see that you're operating with a profit motive and treating it like a real business, not just occasional income. Having solid documentation like this will make setting up your Solo 401k much smoother and give you confidence if questions ever arise about the legitimacy of your business.

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My 810 cleared after exactly 4 weeks. hang in there

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Yuki Yamamoto

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that gives me hope! did u get any letters in the mail?

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nope! just disappeared one day and got my refund the next week

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Amara Chukwu

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Sometimes they do this if you claimed certain credits. Did you claim EIC or child tax credit?

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Yuki Yamamoto

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ya claimed EIC... guess thats why im getting the extra attention šŸ™„

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@Yuki Yamamoto That s'exactly it! EIC claims trigger automatic reviews almost every time now. They re'super strict about verifying eligibility. The good news is it s'just a routine check - as long as everything on your return is accurate, it should clear soon. The 810 freeze with EIC usually takes 3-6 weeks to resolve.

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GalacticGuru

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Friendly reminder to everyone - don't forget that crypto trading platforms like CashApp are now required to report to the IRS. The days of under-the-radar crypto are over! Even small transactions get reported now.

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Yep, and the requirements got even stricter for 2023. I heard they're working on new reporting rules that will catch even more crypto activity.

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GalacticGuru

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Absolutely right. The Infrastructure Bill that passed included expanded cryptocurrency reporting requirements. The IRS is now treating crypto very seriously. They're requiring exchanges to report transactions just like brokerages do for stocks, and they're increasing enforcement in this area. Even small traders need to properly report their activities now.

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Aria Khan

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As someone who's been through similar crypto tax confusion, I want to emphasize that you're not alone in feeling overwhelmed by this! The key thing to remember is that even though your Bitcoin trades resulted in losses, you still need to report them properly since the IRS received that 1099-B. Here's what helped me when I was in a similar situation: First, gather all your transaction records from CashApp (downloads, statements, etc.) to cross-reference with your 1099-B. Sometimes there are small discrepancies that need to be reconciled. Second, even though you're unemployed, filing your return will create a proper paper trail with the IRS and establish your capital loss carryforward for future years when you're working again. The $15 loss might seem insignificant now, but those losses can offset future gains or up to $3,000 of ordinary income per year once you're employed. Don't let the stress paralyze you - this is actually a pretty straightforward situation once you break it down step by step!

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Ravi Gupta

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Nobody's gonna mention that you're supposed to make quarterly estimated tax payments on self-employment income? I'm not saying the IRS is going to come after you for one year of small DoorDash income, but technically you should be making payments throughout the year, not just at tax time.

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GalacticGuru

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Is that really necessary for such a small amount though? I made like $4000 on Instacart last year and just paid it all when I filed my taxes. Nobody told me about quarterly payments.

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Ravi Gupta

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Technically yes, but practically speaking the IRS usually doesn't assess penalties for missed quarterly payments if it's your first year of self-employment or if the total tax due is small. The rule is that you need to pay at least 90% of your current year tax or 100% of your prior year tax through withholding or estimated payments to avoid the penalty. For someone making under $3000 from DoorDash with a total tax bill around $550, any penalty would be minimal even if it was assessed. But it's good to know for the future - if you continue doing gig work and your income increases, you should make quarterly estimated payments to avoid penalties later.

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Just FYI - if this is your only income and it's under $12,950 (standard deduction for 2023), you won't owe any regular income tax, just self-employment tax. That's probably why your calculator showed around $550 - it's just the 15.3% SE tax. So don't stress about the income tax part.

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Paolo Conti

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That actually makes me feel a bit better. So even without deductions, I'm only looking at owing the self-employment tax? And if I estimate my mileage and other expenses, that would reduce even that amount?

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Exactly! You're only looking at self-employment tax on that $2,850, which is calculated on your net profit after deductions. So if you can legitimately claim mileage and other business expenses, it reduces the amount subject to SE tax. For example, if you drove 3,000 miles for DoorDash deliveries, that's about $2,040 in deductions at 65.5 cents per mile (2023 rate), which would significantly reduce your tax liability. Don't forget you can also deduct things like insulated delivery bags, phone accessories for your car, and a portion of your phone bill. The key is being reasonable and honest about your estimates.

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StarGazer101

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Has anyone successfully used the foreign earned income exclusion while having both W-2 income in the US and a foreign business? I travel between US and Singapore for my business but also work remotely for a US company.

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The foreign earned income exclusion mainly applies if you're physically present in the foreign country for 330 days in a 12-month period OR if you're a bona fide resident of the foreign country. Based on what you described, you probably don't qualify since you're splitting time. But you might qualify for partial exclusion or foreign tax credits depending on your specific situation.

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Amina Diallo

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Great question! I went through something similar with my consulting business in Germany. A few key points to add to what others have mentioned: 1. **Startup costs vs. operational expenses**: The IRS treats these differently. Your initial startup costs (permits, equipment, etc.) may need to be amortized over several years rather than deducted all at once. Only the first $5,000 in startup costs can be deducted immediately, with the rest spread over 15 years. 2. **Business vs. hobby classification**: Since you're losing money initially, make sure you can demonstrate this is a legitimate business and not a hobby. The IRS looks for profit motive - keep detailed business plans, market research, and documentation showing you're trying to make it profitable. 3. **Turkish tax implications**: Don't forget you'll likely owe taxes in Turkey too. Keep meticulous records because you may be able to claim Foreign Tax Credits on your US return to offset any Turkish taxes paid on the same income. 4. **Record keeping**: For foreign businesses, the IRS is extra scrutinous. Keep everything - receipts, bank statements, contracts, correspondence - and have English translations ready for anything in Turkish. The losses can indeed offset your W-2 income, but be prepared to justify every expense if audited. Consider working with a tax professional who has international experience - the rules are complex and the penalties for mistakes can be severe.

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