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Carmen Lopez

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I think the confusion might be about the tax YEAR versus the tax SEASON. If your 1099-R is for 2024, you file it during the 2025 tax season (which is happening now) when you're doing your 2024 taxes. Sometimes people get confused and think "next year" means the 2025 tax year (which you would file in 2026). Make sure you're clear on which year TurboTax is referring to when it says "next year.

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Zara Rashid

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That's a really good point! I went back and looked at the exact message again. It specifically said I didn't need to report this distribution "until next tax season" - which would mean the 2026 filing season for 2025 taxes. That seems wrong since my form is clearly marked 2024. I'm going to go through the TurboTax questions again and see if I made an error somewhere. I definitely want this reported on my 2024 return since I've already paid a lot in taxes this year.

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Carmen Lopez

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That's exactly what I suspected. TurboTax is saying to file it "next tax season" which would indeed be wrong for a 2024 form. When you go back through, pay special attention to any questions about rollover periods or special distribution types. Sometimes a single wrong answer can send TurboTax down an incorrect path. Also check Box 7 on your 1099-R - the distribution code there is crucial for determining how it's taxed. Codes like "1" mean a normal taxable distribution, while others may have special rules.

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Does anyone know if there's a difference in how you report 1099-R distributions depending on the type of retirement account? I have both a traditional 401k and a Roth IRA that I took money from last year.

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Andre Dupont

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Yes, there's a huge difference! Traditional 401k withdrawals are generally fully taxable (you'll get a 1099-R with code "1" or "7" in Box 7). But for Roth IRAs, it depends on whether you're withdrawing contributions or earnings and how long you've had the account. If you're withdrawing contributions from a Roth IRA, those come out tax-free because you already paid tax on that money. If you're withdrawing earnings before age 59½ and before the account is 5 years old, those might be both taxable and subject to penalties.

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Thanks for explaining! I think that's part of my confusion. My Roth IRA withdrawal was just taking out some of my original contributions (not any earnings), so I wasn't sure why I got a 1099-R for it if it's not taxable.

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Have you considered setting up a defined benefit plan instead of (or in addition to) the S-Corp? At your income level, you could potentially shelter $200k+ per year in a tax-advantaged retirement account, which would significantly reduce your current tax burden. The downside is these plans have administrative costs and required annual contributions, but with your income, the tax savings would likely far outweigh these costs. You'd need an actuary to set it up properly, but it's worth investigating for high-income self-employed people.

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I've heard about these but always wondered - if you're young (like under 40), doesn't this approach lock up a TON of your money until retirement age? What if you want to access some of that cash before 59.5 years old?

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You're right to consider the access limitations. With a defined benefit plan, you're committing to regular contributions that you can't easily access before retirement without penalties. However, there are some strategies to work around this. One approach is to combine it with a "cash balance plan" variation, which can provide more flexibility. Additionally, you can look into Substantially Equal Periodic Payments (SEPP) under IRS Rule 72(t) which allows penalty-free early withdrawals if structured correctly. Some business owners also balance their retirement contributions - putting enough in the defined benefit plan to get significant tax savings while keeping other funds more accessible.

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For my consulting business, I found that establishing an offshore structure helped significantly. I created a foreign entity in a tax-friendly jurisdiction that contracts with my domestic LLC. Not all income can flow through this structure, but for intellectual property and certain services, it's been a game-changer tax-wise.

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Be really careful with this advice. The IRS has been cracking down HARD on offshore structures for domestic businesses. If you don't have legitimate international operations and clients, this could get you in serious trouble. I knew someone who tried something similar and ended up with massive penalties and an audit that lasted 2+ years.

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Haley Stokes

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One thing to consider is that your withholding is way too low for your income level. At $254K in W2 income, you should have had much more than $22,350 withheld. That's only about 8.8% of your W2 income going to federal taxes. You might want to submit a new W-4 to your employer ASAP to increase your withholding for 2025. Otherwise, you'll be in the same situation next year. For your income level, you probably need to withhold at least 15-18% to break even.

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I think you're right. I got a big promotion last year and our withholding never got adjusted. Is there a specific amount I should put for additional withholding on the W-4? And will I get penalized for having paid so little throughout the year?

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Haley Stokes

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You should use the IRS Tax Withholding Estimator on their website to calculate the exact amount for additional withholding. With your income level, you might consider putting an additional $500-700 per paycheck depending on your pay frequency. You might face an underpayment penalty if you didn't pay at least 90% of your tax liability during the year or 100% of last year's tax (110% if your income was over $150,000). The penalty isn't usually huge, but it's better to avoid it by making an estimated tax payment now if you can. You can make an estimated payment for 2025 using Form 1040-ES to help reduce any potential penalties.

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Asher Levin

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Has anyone used TurboTax to calculate taxes with unemployment income? I'm getting confused about how to enter it correctly. I got a 1099-G but the software keeps giving me weird results.

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Serene Snow

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I used H&R Block online and it was pretty straightforward. There's a specific section for unemployment compensation where you enter the 1099-G info. Make sure you're looking at box 1 on the form for the total unemployment amount and box 4 for any federal withholding.

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Zara Shah

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Don't forget to tell your teammates about Form 8843! ALL international students on F-1 visas need to file this form even if they had ZERO income. It's super important and often forgotten. Also, many universities have VITA (Volunteer Income Tax Assistance) programs that specialize in helping international students. Check if your accounting department or law school runs one - they often have special training for 1040NR preparation.

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Is Form 8843 filed together with the 1040NR or is it submitted separately? And what's the deadline?

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Zara Shah

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Form 8843 is submitted with the 1040NR if the student is also filing a tax return. If they don't need to file a tax return (no income), then Form 8843 is sent by itself to the IRS. The deadline is the same as the regular tax deadline - April 15th (or the extended deadline if they file for an extension). Just make sure they keep copies of everything they submit since international students often need tax filing records for visa renewals or future immigration applications.

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NebulaNomad

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Be careful with athletic scholarships for international students! The tax rules are extra complicated. Some parts might be subject to 30% withholding instead of normal tax rates if they don't qualify for treaty benefits.

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Luca Ferrari

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THIS. The athletic scholarship issue is so important. My university got in trouble because they weren't properly withholding on athletic scholarships for international students. The housing and meal portions are considered taxable income.

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Anita George

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One thing no one mentioned yet - if you sold your old house in 2023, but were still paying the mortgage in 2022, you should absolutely deduct that interest on your 2022 taxes! It doesn't matter if you lived there for 11 months or 2 months in 2022, what matters is: 1) You owned the property 2) It was a qualified residence (your primary home or second home) 3) You paid mortgage interest in 2022 The 1098 forms will show exactly how much interest you paid in 2022 regardless of when you sold the house. Just be aware of the $750k combined limit as others mentioned. You'll need to do some calculations if your total mortgage debt exceeds that amount.

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Does this still apply if the old house was vacant for the last month of 2022? We moved out completely but it didn't sell until 2023, so it was just sitting empty for December 2022.

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Anita George

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Yes, it absolutely still applies even if the house was vacant. The mortgage interest deduction is based on ownership of a qualified residence, not occupancy. As long as you owned the home and it was either your primary residence or second home for some portion of the year, you can deduct the interest you paid. The IRS actually allows for temporary absences (even if you're not physically living there) as long as the home is not rented out during that period. So your vacant house in December still qualifies for the mortgage interest deduction on your 2022 taxes.

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Logan Chiang

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Has anyone used H&R Block software for handling two properties? I'm having trouble figuring out where to enter both 1098 forms and how to deal with the $750k limit. The software keeps acting like I can only enter one property!

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Isla Fischer

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I used TurboTax last year for a similar situation and it had a specific section where you could enter multiple mortgage interest statements. Look for something like "I have more than one mortgage" or "Add another 1098 form" option. It should be somewhere after you enter the first 1098. For the $750k limit, the software should automatically calculate this if you enter all your mortgage information correctly, including the date each mortgage originated and the original loan amounts.

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Logan Chiang

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Thanks for the suggestion! I looked again and found a tiny "Add another property" button I completely missed before. Now I see where to enter both properties. Still confused about the $750k limit though - I guess I'll just trust the software to calculate it correctly.

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