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FreeTaxUSA Form 3921 & Form 6251 ISO options exercise and hold calculation help

I exercised and held some ISO stock options during 2023 that have a non-zero spread on form 3921. The difference between exercise price and FMV was around $2,300. Last year (2022) I also exercised and held ISO options, but the exercise price and fair market value were identical at the time, creating a zero spread. Because of this, I didn't bother with form 6251 for my 2022 taxes. For 2025 filing season (2024 taxes), I want to determine whether I'm subject to Alternative Minimum Tax and need to file form 6251. The issue I'm having is that FreeTaxUSA doesn't seem to have a dedicated section for entering ISO exercise and hold values unlike TurboTax. When I contacted FreeTaxUSA support, they told me: "Form 6251 will generate and print with your return as needed. There is not a special screen to fill out Form 6251; we'll automatically calculate it based on the other information you enter. Currently, form 6251 has not been included with your return." I can see a Form 6251 preview in my return showing $0 AMT, but I haven't entered the ISO information anywhere yet. I cross-checked with TurboTax and their federal return value matches FreeTaxUSA, suggesting my AMT might actually be $0. I'd really prefer to stick with FreeTaxUSA since I've used them for several years and appreciate how they automatically pull in previous year information. Questions: 1- Can I somehow calculate form 6251 on my own but still use FreeTaxUSA for filing my complete federal and state returns? If yes, how would I do that? 2- If my AMT calculation shows $0, do I still need to file form 6251, or is it sufficient to just maintain records of the ISO basis for all options purchased in 2022 and 2023?

StarStrider

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I've dealt with this exact scenario multiple times as a tax preparer. Here's what you need to know about FreeTaxUSA and ISO reporting: For your $2,300 spread, you're likely correct that your AMT will be $0 due to the exemption amounts for 2024 ($85,700 for single filers, $133,300 for married filing jointly). However, you still need to properly report the ISO adjustment. In FreeTaxUSA, the ISO spread should be entered under the "Federal" section β†’ "Deductions & Credits" β†’ "Other Taxes" β†’ look for "Alternative Minimum Tax (AMT)" subsection. If you don't see this initially, make sure you've indicated stock option activity in the interview questions as others mentioned. The key point everyone seems to be missing: even if your current AMT is $0, you're creating an AMT credit that carries forward. This credit becomes valuable when you eventually sell the ISO shares, as it reduces your regular tax liability dollar-for-dollar up to the amount of AMT you would have paid. For record-keeping, maintain detailed records of: - Exercise date and number of shares - Exercise price per share - Fair market value on exercise date - AMT adjustment amount ($2,300 in your case) - Any AMT paid (likely $0 for you) This information is crucial for calculating your adjusted cost basis when you sell, which affects whether the sale generates ordinary income or capital gains treatment.

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This is incredibly helpful, thank you! I had no idea about the AMT credit carryforward aspect. So even though I'm not paying AMT now with my small spread, I'm still building up a credit that I can use when I eventually sell these shares? Can you clarify what you mean by "adjusted cost basis"? Is this different from just using the exercise price as my basis? And when you say it affects ordinary income vs capital gains treatment, are you referring to the disqualifying vs qualifying disposition rules for ISOs? I want to make sure I understand this correctly since it sounds like the tax implications when I sell could be quite different depending on how I handle this now.

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Exactly right! Even with $0 current AMT, you're building AMT credit. Think of it as a prepayment - the IRS recognizes you'll pay tax later when you sell. For basis: Your regular tax basis is the exercise price you paid. But for AMT purposes, your basis is exercise price PLUS the spread amount ($2,300). This higher AMT basis reduces future AMT income when you sell. The AMT credit bridges this gap. When you sell and calculate both regular and AMT tax, if your regular tax exceeds AMT tax (which usually happens), you can use prior AMT credits to reduce your regular tax bill. Regarding ordinary vs capital gains: That's about holding periods for ISOs. Hold >2 years from grant AND >1 year from exercise = qualifying disposition (capital gains rates). Sell earlier = disqualifying disposition (ordinary income rates on the spread, capital gains on any additional appreciation). The AMT credit applies regardless of which type of disposition you have - it's a separate calculation that runs parallel to determine your final tax liability. Bottom line: Report that $2,300 spread now even with $0 AMT due. Your future self will thank you when you sell those shares and can use the credit!

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Zainab Ibrahim

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Just wanted to add my experience as someone who went through this exact situation last year. I had a $2,800 ISO spread and was also using FreeTaxUSA, wondering if I needed Form 6251. After reading through all these helpful responses, I ended up doing what several people suggested - I manually calculated Form 6251 to confirm my AMT was $0, then made sure to enter the ISO spread amount in FreeTaxUSA under the AMT section. The key thing I learned (and wish I'd known earlier) is that even though my current AMT was $0, I was still creating valuable AMT credits for the future. When I sold half my ISO shares this year after holding them for the required periods, those AMT credits saved me about $1,200 in regular taxes. For anyone in a similar situation: don't skip reporting the ISO spread just because you think your AMT will be zero. The credit tracking is worth it, and FreeTaxUSA does handle it properly once you find the right section. Also, definitely keep detailed records of everything - exercise dates, FMVs, spreads, etc. You'll need all of this when you eventually sell. The whole ISO/AMT system is confusing, but taking the time to understand it now will pay off significantly when you sell those shares down the road.

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Hey all! Quick question - I'm using TurboTax Business to file my 1065 for my real estate LLC. Anyone used it for property transfers? It's asking me for "basis" and "fair market value" separately, and I'm not sure if I'm supposed to be entering the full property value or just my equity portion.

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Liam Cortez

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I used TurboTax Business last year for this. For "basis," enter your adjusted basis in the property (usually purchase price plus improvements minus depreciation taken before the transfer). For "fair market value," enter the current value of the property at time of transfer. TurboTax will then calculate the correct capital contribution by factoring in the liabilities. Make sure to also enter the mortgage amount in the liabilities section!

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Connor Murphy

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I went through this exact same situation last year when I transferred my rental property to my LLC! Here's what I learned after consulting with my CPA: You'll want to use the fair market value of the property ($385k) as your contribution, but then reduce it by the mortgage liability ($210k) that the partnership assumed. So your net capital contribution would be $175k (your equity). A few important tips from my experience: 1. Make sure you document the FMV with comparable sales or a professional appraisal - I used recent comps from my area 2. Don't forget to allocate the mortgage liability among partners on their K-1s (this affects their basis) 3. Keep detailed records of your original basis in the property (purchase price + improvements) for future reference The good news is that under Section 721, this transfer should be tax-free as long as you're receiving partnership interests in exchange for the property. Just make sure to attach a statement to your return explaining the property contribution. One last thing - if you're feeling overwhelmed with the 1065, consider having a tax pro review it before filing. Partnership returns can get complex quickly, especially with property involved!

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This is really helpful - thank you for breaking it down so clearly! I'm curious about one thing though: when you say to keep records of your "original basis," does that include closing costs and other acquisition expenses from when you first bought the property? I'm trying to figure out if those costs affect the capital contribution calculation at all, or if they're just important for future tax planning. Also, did your CPA recommend any specific software or tools for tracking the ongoing capital account adjustments after the initial contribution? I want to make sure I'm set up properly from the beginning since this is my first partnership return.

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StarGazer101

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I'm really sorry you're dealing with this stress! This is unfortunately a very common situation that catches a lot of people off guard. The marketplace representative definitely shouldn't have changed your answer without explaining the tax implications. Here's what you need to focus on: First, calculate whether CVS's insurance offer was actually "affordable" under IRS rules. Take your 2024 household income and multiply by 9.12%, then divide by 12. If your monthly premium for employee-only coverage through CVS would have been less than that amount, then their offer was considered affordable and you'll likely need to repay some or all of your Premium Tax Credits. The silver lining is the repayment caps if your income is under 400% of the federal poverty level (about $58,320 for single filers in 2024). Depending on your income bracket, you might only have to repay between $325-$2,825 instead of the full $4,860+ you received. When you file your taxes, you'll need Form 8962 to reconcile everything. This form is notoriously complex, so I'd strongly recommend getting help from a tax professional who has experience with Premium Tax Credit reconciliation. They can also help you explore any legitimate deductions that might lower your adjusted gross income and potentially reduce your repayment obligation. Don't panic - while this is definitely not ideal, there are protections in place and ways to minimize the impact. Just make sure you handle it properly on your tax return.

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This is exactly the kind of comprehensive breakdown OP needs right now! I went through something similar two years ago and wish I'd had this level of detail upfront. One thing I'd add - when you're working with a tax professional on Form 8962, make sure they're familiar with the "family glitch" rules too. If you have family members who need coverage, there are some weird quirks about how the affordability test works for family coverage versus employee-only coverage that could potentially affect your situation. Also, @StarGazer101 is absolutely right about exploring deductions to lower your AGI. Things like HSA contributions, traditional IRA contributions, or even student loan interest can help reduce your income for PTC repayment purposes. Every little bit helps when you're trying to stay under those income thresholds for the repayment caps. The most important thing is don't ignore this issue - I've seen people try to just not report the PTC they received, and that creates way bigger problems down the road. Better to face it head-on with professional help and take advantage of whatever protections are available.

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CosmicCowboy

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This is such a frustrating situation, and I feel for you! The marketplace rep really put you in a tough spot by changing that answer without fully explaining the consequences. From what I've learned dealing with similar issues, you'll need to determine if CVS's health insurance offer met the IRS "affordability" standard. For 2024, employer coverage is considered affordable if your share of the premium for self-only coverage is less than 9.12% of your household income. Here's a quick way to check: Take your 2024 annual household income, multiply by 0.0912, then divide by 12. If CVS's monthly premium for just you would have been less than that amount, their offer was technically "affordable" and you'll likely need to repay some of your Premium Tax Credits. The good news is there are income-based repayment caps. If your household income is under 400% of the federal poverty level (around $58,320 for single filers), you won't have to repay more than $325-$2,825 depending on your specific income bracket, even if you received much more than that in credits. When you file your taxes, you'll use Form 8962 to reconcile everything. This form is incredibly complex, so I'd strongly recommend getting help from a tax professional who specializes in Premium Tax Credit issues. They can also help you identify any deductions that might lower your adjusted gross income and potentially reduce your repayment. Don't panic - while this isn't ideal, the repayment caps exist specifically to protect people in situations like yours. Just make sure you handle it properly on your return.

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Arnav Bengali

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This is really solid advice! I'm in a similar boat and have been dreading tax season. One question though - when you say "tax professional who specializes in Premium Tax Credit issues," how do you actually find someone like that? Most tax preparers I've called seem confused when I mention PTC reconciliation. Is there a specific certification or credential I should be looking for? I don't want to end up with someone who's just as lost as I am on Form 8962.

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Ethan Wilson

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Great question @Arnav Bengali! Finding the right tax professional for PTC issues can be tricky. Here are some tips: Look for Enrolled Agents (EAs) or CPAs who specifically mention ACA/Premium Tax Credit experience on their websites or advertising. The IRS has a "Find a Tax Professional" tool where you can search by specialty. You can also contact your local VITA (Volunteer Income Tax Assistance) program - they're trained specifically on ACA tax issues and it's free for people earning under $60K. Many have specialists who deal with Form 8962 regularly. When calling tax preparers, ask specifically: "How many Form 8962s did you complete last year?" and "Are you familiar with Premium Tax Credit reconciliation and repayment caps?" If they seem unsure or say they'll "figure it out," keep looking. The National Association of Tax Professionals and National Association of Enrolled Agents both have member directories where you can search for practitioners with ACA experience. Don't be afraid to interview 2-3 tax pros before deciding. A good one should be able to explain the affordability test and repayment caps clearly in your initial consultation. @CosmicCowboy gave excellent advice about the income calculations - any qualified preparer should immediately understand what you're dealing with when you mention employer coverage vs marketplace PTC.

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StarGazer101

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I understand you're worried about your cousin, but this is unfortunately a very serious federal crime. Creating a fake Schedule C to obtain $26K in PPP funds is textbook fraud, and the fact that he didn't file taxes for 2020-2021 will make this case extremely easy for investigators to identify and prosecute. The government has specifically allocated resources to investigate PPP fraud cases of all sizes, not just the large ones. They're using automated systems to cross-reference loan applications with tax filings, so missing returns paired with a Schedule C-based loan application will absolutely trigger a review. Your cousin needs to understand that simply paying back the loan doesn't eliminate criminal liability - the crime was committed when he submitted false information to obtain the funds. He should immediately consult with a criminal defense attorney who specializes in federal financial crimes (not just a tax attorney) to discuss his options, which may include voluntary disclosure and cooperation. The statute of limitations for PPP fraud has been extended to 10 years, so time is not on his side. The sooner he addresses this proactively with proper legal counsel, the better his chances of minimizing the consequences.

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Yara Sabbagh

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This is really helpful advice. I'm wondering though - when you mention "voluntary disclosure and cooperation," what exactly does that process look like? Does the cousin contact the SBA directly, or does the attorney handle all communication? I'm trying to understand what "getting ahead of it" actually means in practical terms, since just sitting back and hoping they don't notice obviously isn't going to work.

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Admin_Masters

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Voluntary disclosure typically involves the attorney coordinating with federal prosecutors (usually through the U.S. Attorney's Office) rather than going directly to the SBA. The process usually includes: 1) Full disclosure of the fraudulent activity with supporting documentation, 2) Immediate repayment of all funds received, 3) Cooperation with any ongoing investigations, and 4) acceptance of responsibility. The attorney handles all communications to ensure your cousin's rights are protected and statements can't be used improperly against him later. This isn't a guarantee of avoiding prosecution, but it often results in reduced charges (civil penalties vs criminal), lower sentences if charges are filed, or sometimes deferred prosecution agreements. The key is that voluntary disclosure must happen BEFORE any investigation begins. Once the government contacts you first, you lose most of the leverage that comes with voluntary cooperation. Given that automated systems are flagging cases like this daily, waiting much longer significantly reduces the benefits of coming forward voluntarily.

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Elijah Knight

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I've been following this thread closely because my brother is in a very similar situation - he got a PPP loan using questionable documentation and has been losing sleep over potential consequences. What strikes me most from reading everyone's responses is how consistent the advice is: this needs immediate professional attention. The automated cross-referencing systems mentioned by several people here are real - I work in financial compliance and can confirm that agencies are absolutely using data analytics to flag discrepancies between loan applications and tax filings. The timeline aspect is crucial too. From what I'm seeing in the responses, voluntary disclosure before being contacted provides significantly better outcomes than waiting. Your cousin's situation with missing tax returns for 2020-2021 paired with a Schedule C-based loan application is exactly the type of red flag these systems are designed to catch. I'd strongly encourage your cousin to act within the next few weeks rather than months. The window for beneficial voluntary disclosure closes once an investigation begins, and given how systematic these reviews are becoming, it's really a question of when, not if, his case gets flagged.

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This is really solid advice, especially the part about the automated systems. I'm actually curious - for those who have experience with these voluntary disclosure processes, how long does it typically take from when you first contact an attorney to when they can get the process started with prosecutors? I'm asking because if these systems are flagging cases as quickly as everyone suggests, there might be a pretty narrow window between "I need to get ahead of this" and "oops, too late, they contacted me first." Just trying to understand the realistic timeline for someone in this situation.

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Dmitry Volkov

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Anyone know if the tax treatment is different for qualified vs non-qualified dispositions of ESPP shares? I've held mine for over a year but less than 2 years from the offering date.

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Yes, there's a big difference! For a fully qualified disposition, you need to hold the shares for BOTH 1 year after purchase AND 2 years after the offering date. If you only meet the 1-year requirement but not the 2-year one, it's still a disqualifying disposition. With a qualified disposition, any discount you received is still ordinary income, but any additional gain beyond that can be long-term capital gains (lower tax rate). With a disqualifying disposition, more of your gain might be taxed as ordinary income depending on your specific plan details.

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Emma Wilson

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This is exactly the kind of confusion that trips up so many ESPP participants! You're right to be concerned about double taxation, but the good news is that you've already paid the taxes on that $135. Here's what happened: When you acquired the shares in August 2023, the $135 "bargain element" (the discount you received) was treated as compensation income and included on your W2. You paid ordinary income tax on this when you filed your 2023 return. When you sell in 2024, your cost basis for tax purposes will be the fair market value of the shares on the purchase date (8/15/23) - which already includes that $135 discount that was taxed. So you'll only owe capital gains tax on any appreciation since then. Make sure your broker reports the correct adjusted cost basis on your 1099-B. Sometimes they get this wrong and show a lower basis, which could lead to overpaying taxes. If there's a discrepancy, you'll need your ESPP statements to prove the correct basis. Since you're planning to use TurboTax, it should handle this correctly as long as the 1099-B shows the right cost basis. Good luck with those home repairs!

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Chloe Boulanger

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This is super helpful, thank you! One quick follow-up question - how do I know if my broker reported the correct adjusted cost basis? Is there a specific number I should be looking for on the 1099-B that matches something from my ESPP purchase documents? I want to double-check this before I sell to make sure I don't run into any surprises.

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