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Just a quick reality check - what are your actual profits after expenses on that $800k? Entity selection matters way more if you're keeping a significant portion vs if you're reinvesting most of it back into growth. Also, make sure you've set aside enough for quarterly estimated taxes! I learned this the hard way with my app - got hit with a massive tax bill plus penalties because we were just keeping everything in that shared account and not making proper tax payments throughout the year.
After server costs, marketing, and some contractor help, we're keeping about $650k in profit. We're not reinvesting much since the app doesn't need a ton of ongoing development. And no, we haven't been making quarterly payments... ugh, are we in trouble? How do we figure out what we should have been paying?
With $650k in profit, you're definitely going to want to optimize your entity structure - that's a lot of taxable income! Based on that profit margin, I'd strongly lean toward the LLC taxed as S-Corp route others have mentioned. Regarding the quarterly payments, you're potentially looking at underpayment penalties, but don't panic. If this is your first year with this income, the penalties might not be too severe. You should immediately talk to a tax professional about making a large estimated payment now to minimize further penalties. For ballpark numbers, you should have each been paying roughly 30-35% of your share of profits in quarterly installments. A good CPA can help you calculate the exact amounts needed for your specific situation and set you up with a system for next year.
With $650k in profit split between two people, you're definitely in territory where entity structure makes a huge difference. Here's my take as someone who's been through this: LLC taxed as S-Corp is probably your best bet, but don't sleep on the timing. You can make the S-Corp election for 2024 taxes if you file Form 2553 by March 15, 2025, or you might qualify for late election relief if you have reasonable cause. For the quarterly payments issue - yes, you're likely facing underpayment penalties, but it's not the end of the world. The IRS penalty is usually around 8% annually on the underpaid amount. Since this appears to be your first year with significant income, you might qualify for some relief. Quick action items: 1. Make a large estimated payment ASAP for Q4 2024 to minimize additional penalties 2. Set up your LLC and make the S-Corp election 3. Get that operating agreement drafted - with $650k in play, you need clear exit clauses 4. Start taking reasonable salaries immediately once you elect S-Corp status The salary vs distribution split will save you thousands in self-employment taxes. At your income level, you're probably looking at $120-140k salary each, with the rest as distributions. Don't try to DIY this - get a CPA who specializes in multi-state businesses and tech companies. The money you save in taxes and penalties will more than pay for proper professional help.
Has anyone looked into whether the IRS Fresh Start Program might also apply here? My understanding is that for tax debts under $50,000 there are simplified procedures, but for larger amounts like $390k, you might need to look at an Offer in Compromise or an Installment Agreement if the Innocent Spouse Relief isn't granted.
Fresh Start wouldn't be the first approach here. Innocent Spouse Relief would completely remove liability, while Fresh Start options like OIC or installment agreements would just make paying the debt more manageable. No reason to agree to pay a debt that you might be able to be completely relieved from!
I'm so sorry you're going through this incredibly stressful situation. As someone who has dealt with similar IRS issues, I want to emphasize that you absolutely should NOT be liable for your ex's tax debt, especially given the circumstances you've described. The combination of filing separately, maintaining completely separate finances, having no involvement in his business operations, and the documented history of abuse creates a very strong foundation for Innocent Spouse Relief. The IRS specifically recognizes that abuse can prevent someone from questioning or having knowledge of their spouse's financial affairs. A few additional thoughts that might help strengthen your case: Document any instances where your ex actively concealed financial information from you or refused to discuss business matters. If you have any communication showing he insisted on keeping finances separate or made statements about "protecting" you from business concerns, those could be valuable. Also, the fact that he's now transferring assets and manipulating his apparent income actually works in your favor - it demonstrates a pattern of financial deception that supports your claim of having no knowledge of his true financial situation. Given the complexity and the amount involved ($390k is substantial), I'd strongly recommend working with a tax professional who specializes in Innocent Spouse Relief cases. The initial filing is critical, and having expert guidance could make the difference between approval and denial. Stay strong - you have legitimate grounds for relief and shouldn't have to pay for his financial misconduct.
has anyone actually called H&R Block about this??? their customer service is useless af
dont waste ur time, they just read the same info we can see online
The PATH Act delay is totally normal if you claimed EIC or ACTC - that yellow exclamation is just H&R Block's way of flagging PATH Act holds. Since your return was accepted and we're past Feb 15th, you should see movement in the next few business days. The IRS batch processes these releases so it's not instant even after the hold period ends. Keep checking WMR directly too since sometimes the IRS updates faster than third-party trackers.
Quick tip - make sure you're tracking payment processor fees separately. When I started my digital business last year, I didn't realize these were deductible expenses. Stripe, PayPal, etc. all take a cut + currency conversion fees for international payments. Those fees add up fast with global sales ($5k+ for me last year) and are fully deductible business expenses.
And document EVERYTHING. I had an audit last year for my digital product business and the IRS was particularly interested in my international sales. Having detailed records of where each sale came from saved me thousands in potential penalties.
Based on your situation, I'd recommend starting with a tax professional who has experience in international digital commerce, but don't overlook getting direct guidance from the IRS too. The complexity of your situation definitely warrants professional help. For finding the right CPA, look for someone who specifically mentions "digital products," "e-commerce," or "international taxation" in their practice areas. Many traditional tax preparers haven't dealt with the nuances of digital product sales across multiple jurisdictions. One thing to consider - before you spend hundreds on a specialist consultation, you might want to get some baseline understanding of your obligations. The IRS has specific guidance on digital products and foreign income that could help you ask better questions when you do consult with a professional. Also, make sure you're keeping detailed records of sales by country/region. This will be crucial for any tax professional you work with, and it's required for proper compliance. The sooner you get organized, the easier (and cheaper) it will be to get compliant. The good news is that many other digital entrepreneurs have navigated this successfully - you're not breaking new ground here, just need the right guidance for your specific situation.
Zara Khan
According to IRS Publication 5367, when a taxpayer experiences a change in dependent claiming status due to death, the IRS system is programmed to provide additional security measures. Per Internal Revenue Code ยง6109(i), the Identity Protection PIN program is one such measure. I successfully resolved this exact issue for a client last month. After contacting the IRS Identity Verification department, they confirmed this was an automatic security feature. They removed the PIN requirement immediately, and my client's resubmitted return was processed within 72 hours. Their refund was direct deposited exactly 21 days after the accepted resubmission date. The key is getting through to the correct department - specifically request to speak with Identity Verification when you call, not general tax assistance.
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Carmen Reyes
I'm dealing with a very similar situation right now! My return was also rejected for a PIN I never set up, and like you, I'm a first-time TurboTax user this year. After reading through these responses, it sounds like the death of your children's father might indeed be triggering additional IRS security measures. I called the Identity Verification line at 800-830-5084 this morning (thanks to those who shared that number!) and while the wait was long, they were able to confirm that my rejection was also due to automatic fraud protection rather than actual identity theft. The agent explained that significant changes in family status - like what you're experiencing - often trigger these safeguards. One thing I learned: make sure you have your previous year's tax return handy when you call, as they'll ask specific questions about prior filing information to verify your identity. Once cleared, they said I should be able to resubmit within 24-48 hours. Hang in there - it sounds like this is more common than we realize, especially for people in our situations with recent family changes.
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