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One thing nobody has mentioned yet - make sure you have your Individual Taxpayer Identification Number (ITIN) before filing. As a UK citizen without a US Social Security Number, you'll need an ITIN to file any US tax forms. Getting an ITIN can be its own whole process and might explain part of the fee the accountants quoted you. You need to either apply with your tax return (which delays processing) or go through a Certified Acceptance Agent who can verify your documents.

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Emily Parker

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Oh wow I didn't even consider this. Do you know if that's something I'd have to do in person or can it be handled remotely? I'm based in Manchester so getting to a US embassy isn't super convenient.

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You can handle it remotely! There are two main approaches: You can submit Form W-7 (ITIN application) along with your tax return and certified copies of your identification documents (typically your passport). This can be done by mail, but it means your refund will be delayed until your ITIN is processed. Alternatively, there are Certified Acceptance Agents (CAAs) in the UK who can verify your identity documents in person so you don't have to send original documents or certified copies. Many accounting firms that handle US tax matters are also CAAs, which might be another reason for the fees you were quoted.

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Gavin King

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Just wanted to add my UK perspective - I had a similar issue with dividend withholding on US stocks (should have been 15% under the treaty but they took 30%). I used a service called Taxback that specializes in these situations, cost me about £400 all in. Might be worth checking them out as another option.

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Nathan Kim

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How long did it take to get your refund? I'm wondering if these specialized services actually process things faster than just hiring a regular accountant.

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Brian Downey

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Former IRS employee here. Let me clarify a few things: 1) Failing to pay taxes when due is not automatically a crime. It's only criminal if it's willful (meaning you could have paid but chose not to) 2) Filing late returns is not automatically criminal either, but it's a factor that can contribute to a criminal case 3) What makes cases criminal vs civil usually depends on: - Amount owed (larger amounts get more scrutiny) - Duration of non-payment (longer = worse) - Evidence of ability to pay while avoiding payment - Pattern of behavior over multiple years - Evidence of concealment or lying In your case, filing on time and setting up an installment agreement shows good faith compliance. That's exactly what you should be doing. The IRS recognizes when people are making efforts to comply versus actively trying to evade their obligations.

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Jacinda Yu

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This is super helpful, thanks! Quick question - how much is considered a "larger amount" that might trigger more scrutiny? Are we talking $10k, $50k, $100k+?

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Brian Downey

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There's no fixed threshold, but generally speaking, the Criminal Investigation division typically focuses on cases involving substantially higher amounts - usually $100k+ in unpaid taxes. That said, smaller amounts can still trigger criminal investigation if other aggravating factors are present (like a clear pattern of evasion, hiding assets, or lying to investigators). The IRS has limited resources for criminal prosecution, so they tend to focus on cases that are either very substantial in dollar amount or have clear evidence of fraudulent intent. For most people with moderate tax debts who are making efforts to comply, the focus is on collection rather than prosecution.

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One thing nobody mentioned is that Biden's case also involved substantial income that wasn't properly reported for years, not just late payment. The IRS looks at patterns of behavior across multiple years, not just a one-time late payment. I went through an IRS audit a few years back (not criminal, just verification), and they explained that they look for patterns. One year of problems might be a mistake, but multiple years suggests a pattern that could be interpreted as deliberate.

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Yeah this is true. From what I read, it was like a pattern over multiple tax years with substantial income. I think that's the big difference between that case and just owing money that you're paying through an installment plan.

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Has anyone had issues with FreeTaxUSA not matching the total losses reported by their broker? I entered everything exactly as shown on my 1099-B but my total loss is showing up different in FreeTaxUSA by about $340.

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Check if you entered all the wash sales correctly. I had a similar issue and realized I missed marking some transactions as wash sales. Also, make sure you're entering the correct adjustment code if your broker provided one (like "W" for wash sale or "B" for basis reported to IRS). Those small details can cause discrepancies.

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Justin Trejo

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Also make sure you included any transaction fees or commissions in your basis. Some brokers include these in the reported basis on the 1099-B, but others list them separately. FreeTaxUSA has fields for adding these to your basis if needed.

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Alana Willis

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For anyone still struggling with this, I recorded a quick walkthrough of how to enter stock transactions in FreeTaxUSA: 1. Go to the Federal section 2. Click on Income 3. Scroll down to "Investments" 4. Select "Stocks, Bonds, etc. (Schedule D and Form 8949)" 5. Choose the correct Form 8949 type (usually Box A or B for most brokerage accounts) 6. Enter each transaction individually For meme stock losses specifically, make sure you're tracking your basis correctly. If you bought in multiple batches at different prices, each purchase needs to be tracked separately. Good luck to everyone dealing with their losing meme stocks! At least the tax deduction takes some of the sting out...

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Coming back to the original question - we were in an almost identical situation last year. Husband with woodworking business, me with 3 kids. We calculated our taxes both ways (jointly and separately) and filing jointly saved us about $4,200! The biggest factors were: 1. Child Tax Credit - filing jointly let us maximize this based on our combined income 2. Earned Income Credit - not available if filing separately 3. Lower overall tax bracket for some of our income when combined 4. Still got to take all the business deductions The business deductions worked the same either way, but we got more tax benefits overall by filing jointly.

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Paolo Rizzo

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Did filing jointly affect how your husband claimed his business expenses at all? That's one thing I'm worried about - if somehow his carpentry deductions would be limited if we file together.

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Not at all! He claimed exactly the same business expenses either way. The Schedule C for his business worked exactly the same whether we filed jointly or separately. All his tools, materials, vehicle expenses, studio rent, insurance - everything was deductible exactly the same way. The only difference was that when we filed jointly, all those business deductions helped offset our combined income, plus we qualified for additional credits that saved us thousands. If we had filed separately, I would have gotten some credits for the kids, but not as much as when we combined everything, and we would have lost some credits entirely.

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Has anyone looked into the Self-Employment tax implications? That's what killed us last year. My husband's carpentry business did well but we got hit with a huge SE tax bill.

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Self-employment tax is calculated the same way regardless of filing status. It's always 15.3% of net business profit (12.4% for Social Security up to the wage limit and 2.9% for Medicare on all profit). Filing jointly doesn't change this amount. What filing jointly DOES help with is the income tax portion, where you get better rates and more credits. So while the SE tax stays the same, your overall tax burden is usually lower when filing jointly because of how everything else is calculated more favorably.

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Thanks for explaining that! I guess we were confusing the SE tax with regular income tax. Makes sense that the 15.3% stays the same regardless. Good to know the filing status mainly affects the income tax portion.

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Ravi Sharma

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Don't forget to check if your state treats Roth IRA withdrawals the same way as federal. I made this mistake last year with my excess contribution and ended up with a state tax notice because I only reported it on my federal return.

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Which state are you in? I'm in California and wondering if I need to handle this differently for state taxes.

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Ravi Sharma

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I'm in Massachusetts, which generally follows federal treatment but has a few differences for reporting. In California, they mostly follow the federal treatment for excess contribution withdrawals, but you should still report the distribution on your CA return. The main thing is to make sure the state knows the nature of the withdrawal (correcting an excess contribution) so it's not mistakenly treated as an early distribution subject to penalties. The tax software should handle this correctly if you input the 1099-R information properly, but it's worth double-checking the state section specifically.

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Omar Zaki

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Has anyone actually gotten the withholding back when they filed? I had the same situation (excess Roth contribution that I withdrew) and Vanguard withheld 20%, but when I filed my taxes I somehow still owed money!

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AstroAce

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You should definitely get credit for the withholding! Check your 1040 - the withholding from your 1099-R should be included in the total federal income tax withheld on line 25d. Sounds like something else in your return might have been causing you to owe.

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