Just to add another option - have you considered checking if your situation qualifies for relief under the US-UK tax treaty? Depending on your specific activities, you might be able to claim treaty benefits that could eliminate some filing requirements or reduce taxes. The concepts of "permanent establishment" in the treaty could be relevant here.

This is a really complex situation that I've been dealing with myself. One thing I'd strongly recommend is making sure you understand the timing requirements for some of these filings. Form 8858 for disregarded entities has to be filed by the due date of the owner's return (including extensions), and if you miss it, there are automatic penalties that can be pretty steep - $10,000 per form per year. Also, don't forget about state-level implications. Even if your LLC is disregarded for federal purposes, some states might still require separate filings or have different rules for foreign-owned entities. You'll want to check the specific requirements in whatever state your LLC is formed in. The withholding requirements mentioned by others are crucial too - if you have effectively connected income and don't properly withhold on your foreign partners' shares, you could be looking at penalties on top of the taxes owed. It might be worth getting professional help given all the moving pieces here.

Has anyone tried using the tax transcript request on the IRS website instead of calling? I find it super helpful to see what the IRS actually has on file before panicking about broker reporting errors.

This is a really frustrating situation, but I think I can help clarify what's happening. Based on your description that you bought BITI shares 2 weeks before you started selling, you're actually experiencing a textbook wash sale scenario - even though it feels counterintuitive. Here's the key: when you sold your older BITI shares at a loss, the wash sale rule kicked in because you had purchased "substantially identical" securities (more BITI) within the 30-day window before those sales. It doesn't matter that you eventually sold everything - each sale transaction is evaluated independently. What likely happened is this: Your losses from selling the older shares got disallowed and added to the cost basis of the newer shares you bought. When you eventually sold those newer shares, you should have gotten credit for those previously disallowed losses through the adjusted basis. The $30k disallowance doesn't mean you lost that deduction forever - it just got deferred. I'd recommend carefully reviewing your 1099-B to see if the basis adjustments for your final sales properly reflect the wash sale additions. If the math doesn't add up, then you might have grounds to dispute it with your broker. The key is making sure those disallowed losses eventually got recognized when you sold out completely.

The IRS website clearly states that if your DDD is a weekday, the funds are sent to your bank ON THAT DAY. It takes 1-5 business days for your bank to process. Some banks make funds available immediately, others take their sweet time. The IRS has zero control over when your bank makes the funds available to you after they send it.

I'm dealing with the same anxiety! My DDD is also 3/15 and I keep refreshing my account every hour. From what I've learned lurking in this community, it really does depend on your specific bank's processing schedule. Some people get theirs at midnight, others have to wait until the afternoon batch processing. The hardest part is just not knowing your bank's exact timing. But everyone seems to agree that calling won't speed anything up - the money hits when it hits. Hang in there, we're all in this waiting game together! 🤞

Make sure you look into the Innocent Spouse Relief options too. If your ex-husband did anything fishy with taxes during your marriage, you might qualify. I found out my ex had been underreporting income for years, and I got relief from those joint tax liabilities after our divorce.

I went through something very similar when my divorce was finalized in late December a few years ago. That year-end filing status rule is brutal and catches so many people off guard. A few things that might help beyond what others have mentioned: 1. **Check if you qualify for Head of Household** - This is huge. Since your kids lived with you 70% of the time, you very likely qualify even though your ex claims them as dependents. The tax savings between Single and HOH could be $3,000-5,000 in your income range. 2. **Look into estimated tax payments for 2025** - Set up quarterly payments now to avoid this happening again. The IRS has a safe harbor rule where if you pay 110% of last year's tax liability (since you make over $150K), you won't owe penalties even if you end up owing more. 3. **Payment plan options** - The IRS has gotten much more flexible with payment plans. You can set up an online payment agreement for up to 72 months if needed. The setup fees are lower if you do it online vs. calling. 4. **Consider amending your 2024 return** if you discover you qualify for HOH after filing as Single - you have up to 3 years to amend and get a refund. The financial hit is awful, but you do have options. Don't let this crush you - it's fixable, just takes some time and planning.

You mentioned this was your father-in-law's policy... was the policy originally in his name with your wife as beneficiary? Or was ownership transferred at some point? My uncle ran into a similar issue where my grandpa had transferred ownership of the policy to him years before death to help with estate planning, and that triggered the "transfer for value" rule someone mentioned above.

I'm so sorry you're dealing with this stress! Based on what others have shared here, it sounds like those accumulated dividends are likely the culprit. Life insurance death benefits are indeed tax-free, but any earnings or dividends that built up over time usually aren't. Here's what I'd recommend doing immediately: 1. Contact the insurance company and ask for all tax documents they should have sent you for 2021, including any 1099s 2. Request a detailed breakdown of exactly what made up that $280k payout 3. Don't panic about owing taxes on the full amount - it's probably just that $37k dividend portion I went through something similar when my mom passed and her whole life policy had accumulated cash value we didn't know about. Once we got the proper documentation from the insurance company, the actual tax owed was much less than what the IRS initially calculated. The key is getting the right forms to show exactly what portion is taxable versus what was the actual death benefit. Also, if you do owe taxes on the dividend portion, you can likely set up a payment plan with the IRS to make it more manageable. You've got this!