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Has anyone used TurboSelf-Employed for this kind of thing? I'm in a similar situation (not feet pics but custom digital art) and wondering if the extra cost is worth it over regular TurboTax.
I used it last year for my Etsy business. It's definitely better than regular TurboTax for self-employment stuff. It asks specific questions about your business type and walks you through deductions you might miss otherwise. The quarterly tax calculator was helpful too.
I actually found FreeTaxUSA to be way better and cheaper than TurboTax Self-Employed. Does everything TurboTax does for self-employment without the crazy fees. Used it for my online tutoring business last year.
One more thing to consider - keep detailed records of everything! I learned this the hard way when I got audited for my online business. The IRS wanted to see proof of income sources, business expenses, and that I was actually running a legitimate business. For your situation, I'd recommend: - Screenshots of your payment app earnings summaries - Records of any business-related purchases (equipment, supplies, etc.) - A simple spreadsheet tracking monthly income - Any communication with customers (helps prove it's a real business) Also, since you mentioned privacy concerns, you might want to look into getting a Google Voice number for business communications instead of using your personal phone. It's free and creates another layer of separation between your business and personal life. The good news is that what you're doing is completely legitimate business activity, so don't stress too much about the privacy aspect. The IRS has seen it all and they just care that you're reporting income correctly!
Something else no one has mentioned - track EVERYTHING for your home office deduction. I mean: - Exact square footage of your workspace - Portion of utilities - Internet - Cell phone - Office supplies - Computer equipment - Furniture I went from paying 40% in taxes my first self-employed year to about a normal 28% once I tracked everything properly. Total game changer.
The 37% rate your accountant quoted is unfortunately accurate for your income level. As a new business owner making $61K in Q1, you're looking at roughly 24% federal income tax, plus 15.3% self-employment tax (both sides of Social Security/Medicare), plus state taxes if applicable. Here's what you can do RIGHT NOW to reduce your tax burden: **Immediate Deductions:** - Set up a dedicated home office space (even a corner of a room counts if used exclusively for business) - Track all business mileage from day one - Deduct any equipment, software, or supplies you've purchased - Business meals are 50% deductible - Professional development/training costs **Retirement Contributions:** Consider opening a SEP-IRA or Solo 401(k) ASAP. You can contribute up to 25% of your net self-employment earnings, which directly reduces your taxable income. This could significantly lower your quarterly payments. **Cash Flow Strategy:** Since you mentioned not having enough saved for the full 37%, you might qualify for the "safe harbor" rule - pay 100% of last year's total tax liability divided into quarterly payments (110% if your prior year AGI was over $150K). This prevents underpayment penalties while you adjust to self-employment. Find a tax professional who specializes in small business planning, not just compliance. They should be proactively discussing these strategies with you, not just telling you what you owe.
I completely understand your frustration - I went through the same nightmare when I first moved here! One thing that helped me was calling the IRS's dedicated line for international taxpayers at 267-941-1000. Since you're dealing with new resident filing questions, they're specifically trained for situations like yours and often have shorter wait times than the main number. Also, try calling right at 7 AM Eastern when they open - I've had much better luck getting through early in the morning. If you still can't get through, the Taxpayer Advocate Service mentioned by others is definitely worth trying. They can often help navigate complex situations for new residents. Good luck!
That's really helpful advice about the international taxpayer line! I'm in a similar situation as a new resident and have been dreading making that call. Quick question - when you called 267-941-1000, did they ask for any specific documentation to prove your residency status, or were they pretty straightforward about helping once you explained your situation? I want to make sure I have everything ready before I call.
I've been through this exact same struggle! Here's what finally worked for me after weeks of frustration: Try calling 800-829-1040 and when you get to the automated system, press 1 for English, then 2 for personal tax questions, then 1 again for form/tax law questions, and finally 3 for all other tax questions. This specific sequence seems to bypass some of the endless loops. Also, I discovered that calling on Wednesday or Thursday afternoons around 2-3 PM Eastern actually had shorter wait times than the early morning rush everyone talks about. And definitely have your Social Security Number and last year's AGI ready - they ask for it immediately. As a fellow newcomer, I also recommend checking if your local library offers free tax preparation services through the VITA program - they helped me understand the new resident filing requirements without the phone hassle!
One thing nobody has mentioned yet is that if your acquisition is structured as an asset purchase rather than a stock purchase, many of these CFC compliance issues become moot. You'd be creating a new foreign subsidiary rather than stepping into the shoes of an existing CFC with potential compliance problems. Of course, this approach has its own complications (foreign asset transfer taxes, etc.) but it's worth considering if the due diligence is revealing significant compliance risks with the existing entity.
Good point, but what if the foreign corporation has valuable contracts or licenses that can't be easily transferred in an asset purchase? That's often the case in my industry.
That's definitely a common challenge. If contracts or licenses can't be transferred, you might consider a hybrid approach where you still purchase the entity but immediately contribute its business assets to a newly formed foreign corporation with clean compliance history. You'd keep the original entity as a shell to maintain those contracts/licenses, but move the operational assets to a new structure that doesn't carry the compliance baggage. This isn't perfect and requires careful implementation, but it can sometimes give you the best of both worlds - maintaining important third-party relationships while minimizing exposure to historical compliance issues.
One critical aspect that hasn't been fully addressed is the potential Section 965 transition tax implications. If this CFC has accumulated post-1986 earnings and profits that haven't been subject to US tax, you could inherit a significant transition tax liability that was deferred from 2017. When you acquire the CFC, any unpaid Section 965 transition tax liability generally transfers to you as the new US shareholder. This could be substantial depending on the CFC's accumulated E&P and the foreign tax credits available. The previous nonresident alien owner wouldn't have been subject to this tax, so it might be sitting there as an undiscovered liability. I'd strongly recommend having your tax advisor specifically analyze the CFC's accumulated earnings and profits since 1986 and calculate what the Section 965 liability would have been. This could significantly impact your acquisition price negotiations and might even make the deal uneconomical if the liability is large enough. Also consider requesting representations and warranties from the seller regarding all potential US tax liabilities, not just the obvious Form 5471 filing issues.
This is an excellent point that I hadn't considered! The Section 965 transition tax liability could be a massive hidden cost. Do you know if there's a way to get the IRS to provide a statement showing any outstanding Section 965 liabilities for a specific foreign corporation before closing? Or would we need to calculate this ourselves based on the historical financial statements? I'm wondering if this is something that would show up in a standard tax clearance process or if it requires specific inquiry.
Eduardo Silva
Check your tax transcript. Not WMR. Transcripts update first. Look for TC 570 code. This means verification needed. Then TC 971 with notice number. Wait 9 days after verification. Call if no update. Online system fails often. Phone is more reliable. Always get confirmation number. Write it down. Ask agent for expected timeframe. Follow up if needed.
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Leila Haddad
ā¢Could this verification issue delay processing even if there's no explicit 570 code showing? I'm familiar with IRS Publication 1345 regarding e-file guidelines, but I'm not seeing clear guidance on verification delays when the transcript doesn't explicitly show verification holds.
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KingKongZilla
This is such a widespread problem! I filed in late January and went through the same exact experience - completed online verification on February 8th, got what looked like a successful confirmation, but after 3 weeks of no movement on WMR I finally called. The agent told me my verification was "incomplete" in their system even though I had screenshots of the completion page. Phone verification took literally 12 minutes and now I'm finally seeing movement on my transcript. The frustrating part is there's no way to know the online verification failed unless you call - they should at least send an email or something! For anyone still waiting after online verification, don't waste time like I did. Just call the verification line directly at 800-830-5084. The hold times are long but it's better than waiting indefinitely for a verification that never actually went through.
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