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Ask the community...

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Some practical tax stuff I wish someone told me when I bought my first house: 1. Keep ALL your closing documents in a folder - you'll need them for taxes 2. If you work from home, measure your home office square footage now (potential deduction) 3. Track any major home improvements - they add to your "basis" which matters when you sell 4. Property tax due dates are weird and vary by county - double check your escrow is paying on time 5. You might get random tax forms for mortgage interest (1098) in January - don't toss them! Just these basics would have saved me so much stress my first year as a homeowner.

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Miguel Ortiz

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Why does tracking home improvements matter for taxes? I thought those weren't deductible?

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Home improvements aren't deductible yearly, but they increase your home's "cost basis." When you eventually sell your home, you'll pay capital gains tax on the difference between your selling price and your basis. Your basis is your purchase price PLUS the cost of substantial improvements. So tracking those improvements could save you thousands in capital gains tax when you sell. For example, if you buy at $400K, add $50K in improvements, then sell for $600K, you're only taxed on $150K of gain instead of $200K.

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Small tip that saved me $$$ - if your combined income is under $237,300 for 2025 filing (which it sounds like you're close to), look into making traditional IRA contributions to lower your taxable income. You're right at the edge of some tax brackets and phaseouts.

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QuantumQuest

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This is good advice but I thought there were income limits for taking the IRA deduction if you have a workplace 401k?

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Need help answering TurboTax question about cashed out ISOs and NQSOs after company acquisition

So I've got a bit of a situation with my stock options after my company was bought out earlier this year. Back when I joined this startup in January 2022, I received both ISOs (Incentive Stock Options) and NQSOs (Non-Qualified Stock Options) as part of my comp package. Both had identical exercise prices and vested on the same schedule - 25% after year 1, another 25% after year 2, and the final 50% after year 3. Fast forward to late 2023, and we got the news that our company was being acquired. The deal finally closed on May 1, 2024. Here's where things get complicated - after closing, they told all employees with vested "in-the-money" options that our shares would be automatically cashed out. The payout was part stock in the acquiring company and part cash. They also said that instead of us paying the exercise price upfront, they'd just subtract that amount from whatever we received. Now I'm doing my 2024 taxes in TurboTax and I'm completely stuck on a question about ISOs. I've never dealt with stock options on my taxes before, and I'm confused about how to report this whole situation. Do I treat this as if I exercised and then immediately sold the options? Or is this considered some kind of special acquisition treatment? The fact that it was partly paid in acquiring company stock is throwing me off too. Any help would be super appreciated! I don't want to mess this up and end up with a surprise tax bill later.

Lucy Taylor

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My accountant told me that when companies mess up W-2 reporting for stock options during acquisitions (which happens A LOT), you can file Form 4852 (Substitute for W-2) along with your return if your company refuses to correct their error. You'd calculate the correct income amount yourself and explain the situation. Also worth noting - the acquiring company should have provided you with some kind of acquisition statement showing your calculations. Look for terms like "consideration per share" which will show what your shares were valued at during the acquisition. You'll need that to figure out the spread between your exercise price and the acquisition value.

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Can you still file Form 4852 if you've already received a W-2, but it's just missing the ISO income? And how do you calculate exactly how much should have been included? My company got acquired in 2024 too and I'm facing the exact same issue.

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Lucy Taylor

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Yes, you can still file Form 4852 even if you received a W-2 that's incomplete or incorrect. The form specifically allows for situations where your employer issued a W-2 but it's missing information or has incorrect amounts. For calculating the ISO income, you'd take the number of ISO shares that were cashed out, multiply by the difference between your exercise price and the acquisition price per share. So if you had 1,000 ISOs with a $5 exercise price that were cashed out at $15 per share, you'd have $10,000 of ordinary income that should have been included in your W-2. You'd add this amount to what's already reported in Box 1 of your W-2 when completing Form 4852.

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KhalilStar

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Just want to add that the timing of ISO cashouts can make a huge difference for AMT (Alternative Minimum Tax) purposes. If your ISOs were cashed out in May 2024 as part of the acquisition, that's considered a disqualifying disposition in 2024, not 2023. This is actually good news because disqualifying dispositions don't trigger AMT! If your company did this right, they included the ordinary income in your W-2 for 2024. But based on what others have said, there's a good chance they missed it.

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Thanks for mentioning the AMT angle - I hadn't even thought about that! So just to confirm, since my ISOs were automatically cashed out as part of the acquisition (not exercised and held), I shouldn't have to worry about AMT implications at all? That would be a huge relief. One more thing - should I be receiving any other tax forms for this transaction besides the W-2? Like a 1099-B or anything like that? I'm worried I'm missing something important.

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KhalilStar

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Correct - since your ISOs were cashed out immediately as part of the acquisition (a disqualifying disposition), you won't face AMT implications. AMT issues with ISOs typically only arise when you exercise ISOs and continue to hold the resulting shares through the end of the calendar year. You typically wouldn't receive a 1099-B for this transaction since it was handled through the acquisition process rather than through a brokerage. The income should be reported on your W-2. However, for the portion you received in acquiring company stock, when you eventually sell those shares, you would receive a 1099-B for that transaction. Make sure you keep documentation of the value of those shares when you received them to establish your cost basis.

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Mae Bennett

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One important thing nobody has mentioned yet - keep copies of EVERYTHING you submit for your FICA refund claim. My university roommate had his claim rejected because he couldn't provide additional documentation they requested 6 months after he filed. Also make sure you include a copy of your I-94 and visa page along with your Form 843.

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Do you know if there's a deadline for filing the Form 843 for FICA refunds? I just realized my employer was withholding these taxes during my OPT period last year.

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Mae Bennett

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Yes, there's definitely a deadline. You need to file Form 843 for FICA tax refunds within 3 years from the date you filed your income tax return for that year, or within 2 years from the date you paid the taxes, whichever is later. Since you're talking about last year's taxes, you have plenty of time, but don't put it off too long. The documentation requirements can be strict, and you want to submit while you still have easy access to all your visa and employment records.

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Has anyone compared the FICA refund process between Sprintax, taxr.ai and just doing it yourself? I'm wondering if the convenience is worth the cost of using a service.

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I did mine myself last year and regretted it. Took me forever to figure out how to fill out Form 843 correctly and my claim was rejected twice for small errors. First time was because I didn't include a statement from my employer, second time because I didn't properly document my visa status. The specialized software is worth it IMO.

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Nia Davis

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Something that might help - tax software like TurboTax will handle all those Schedule D Tax Worksheet calculations automatically. Yes, it's still doing all 47 steps, but at least you don't have to do them manually. I had a similar situation with some small 1250 gains in my kids' accounts.

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Chloe Taylor

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I'm actually using TaxAct and it's still a nightmare because I have to keep switching between the regular tax calculation and the special calculation for Form 8615. Have you dealt specifically with the Kiddie Tax situation? That seems to be what's making everything extra complicated.

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Nia Davis

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I have dealt with Kiddie Tax and Form 8615, and you're right that it adds another layer of complexity. TaxAct should still handle the calculations, but it requires you to enter information very carefully. For Kiddie Tax situations, make sure you're entering the parent's tax information correctly when prompted, as that's a key input for Form 8615 calculations. Also, if you're filing separate returns for each child (rather than including them on your return), you need to ensure consistency across all the returns. The software should walk you through this, but it can be confusing when you have to switch between different calculations.

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Mateo Perez

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This is one of those situations where the tax code is just ridiculous for average people. I went through something similar with my son's college fund that generated a tiny bit of Section 1250 Gain last year.

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Aisha Rahman

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Totally agree! The complexity of the tax code punishes regular families trying to save and invest responsibly. My approach? Document your good faith effort to follow the rules, and don't lose sleep over small amounts that won't materially affect your tax liability.

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Carmen Reyes

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Quick rundown on what happens with unreported capital gains, from someone who's been through it: 1. Around 18 months after you should have filed, you'll get a CP2000 notice with the proposed amount. 2. They'll charge you the tax you owed plus a 20% accuracy penalty, plus interest that's been accruing from the original due date (current rate is about 7%). 3. If you've made $1M in gains, you're looking at roughly $200k in federal taxes (depending on your other income), plus $40k in accuracy penalties, plus maybe $21k in interest by the time they catch up to you. 4. If you flat-out don't file at all, the penalties are MUCH worse - 5% of the unpaid tax for each month you're late, up to 25%. Don't play with fire. The IRS always gets their money, plus extra for the trouble.

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Andre Moreau

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Can they really go back indefinitely? I heard there was a 3 year limit on audits.

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Carmen Reyes

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The 3-year limit applies to returns that have been filed. If you file a return but omit more than 25% of your gross income, the statute of limitations extends to 6 years. But if you don't file a return at all, there is NO statute of limitations. The IRS can come after you 10, 15, even 20 years later. And for criminal tax evasion (which hiding $1M could potentially be), the statute of limitations is 6 years. This is why tax professionals always advise filing something, even if you can't pay. Filing starts the clock on the statute of limitations, while not filing keeps your case open indefinitely.

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Would declaring bankruptcy get rid of the tax debt if they catch you? Just wondering hypothetically of course.

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Tax attorney here - generally no. Most tax debts survive bankruptcy. The rules are complicated, but for capital gains tax, you're typically stuck with it even after bankruptcy. Plus, if the IRS determines you deliberately avoided paying taxes, they might pursue criminal charges which definitely aren't dischargeable. To be eligible for discharge of any tax debt in bankruptcy, the taxes must be at least 3 years old, you must have filed a return at least 2 years before bankruptcy, and the IRS must have assessed the tax at least 240 days before you file. Willful evasion or fraud will make the debt non-dischargeable regardless.

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