ISOs Explained: Qualified vs. Disqualifying Sales, with Real Numbers

Picture of Mark Stancato, CFP®, EA, ECA, CRPS®

Incentive Stock Options (ISOs) can be one of the most powerful wealth-building tools in the equity compensation toolkit; however, they come with complex tax consequences, particularly when it comes to the Alternative Minimum Tax (AMT).

For many high-income earners, the Alternative Minimum Tax (AMT) paid on Incentive Stock Options (ISO) exercises can feel like a financial ambush. But here’s the good news: the AMT you pay because of ISO exercises isn’t lost—it becomes a tax credit that you may be able to recover in future years!

This article explains how the AMT negative adjustment works upon the disposition of ISOs and—more importantly—how it helps unlock valuable AMT credits you can use in future years. We’ll walk through the mechanics of the relevant IRS forms (especially Form 6251, Lines 2i & 2k) and provide several examples that illustrate how different timing decisions can significantly impact your tax outcome.

💡 Key Concepts

What Triggers AMT on ISOs?

When you exercise an ISO, there’s no regular income tax due. However, the “bargain element”—the difference between the Fair Market Value (FMV) of the stock on the date of exercise and the strike price—is included as income for AMT purposes. This can cause a large AMT liability in the year of exercise.

Basis Splits Between AMT and Regular Tax

Upon ISO exercise, the stock now has two separate tax bases:

  • Regular Tax Basis: The strike price remains your cost basis.
  • AMT Basis: The fair market value (FMV) on the exercise date serves as your basis for computing tentative Alternative Minimum Tax (AMT) when you sell the stock.

If the company is private, the FMV is typically based on its most recent 409A valuation.

AMT Credit and Form 8801

If you pay AMT due to ISO exercises, you may generate an AMT credit that carries forward and can offset future regular tax, provided your tentative minimum tax (TMT) is lower than your regular tax in a future year.

This credit is tracked and claimed on IRS Form 8801 and can only be used to the extent that:

  • You are no longer subject to AMT in the future year, and
  • The spread between regular tax and TMT is wide enough to accommodate a credit.

📄 Understanding IRS Form 6251 (AMT)

There are two key lines related to ISO exercises and dispositions on Form 6251 (Alternative Minimum Tax – Individuals):

  • Line 2i: Exercise of incentive stock options (excess of AMT income over regular tax income)
  • Line 2k: Disposition of property (difference between AMT and regular tax gain or loss)

When the stock is eventually sold, if the AMT basis is higher than the regular basis, it can create a negative adjustment that reduces AMT income—unlocking part (or all) of the AMT credit you generated at exercise.

📊 Example 1: Qualified Disposition After Holding Period (Best Case)

  • Grant Date: January 1, 2022
  • Exercise Date: March 1, 2024
  • FMV at Exercise: $30/share
  • Strike Price: $15/share
  • Shares Exercised: 2,000
  • AMT Basis: $30/share
  • Regular Basis: $15/share
  • Sale Date: May 1, 2025 (qualified disposition: held >1 year from exercise and >2 years from grant)
  • Sale Price: $60/share

2024 (Year of Exercise)

Bargain Element: $30 – $15 = $15/share × 2,000 shares = $30,000

Reported on Form 6251 Line 2i

This triggers AMT in 2024 (depending on other income), potentially resulting in the taxpayer paying additional AMT.

2025 (Year of Sale)

Regular Gain: $60 – $15 = $45/share × 2,000 = $90,000

AMT Gain: $60 – $30 = $30/share × 2,000 = $60,000

Adjustment on Line 2k: Negative $30,000

✅ Clarification: The $30,000 bargain element reported in 2024 helped trigger the AMT liability. It’s the AMT paid—not the bargain element itself—that becomes a credit on Form 8801. The negative adjustment in 2025 (reported on Line 2k) reduces AMT income, allowing the taxpayer to start recovering the AMT credit.

📊 Example 2: Disqualifying Disposition in Same Year (ISO Becomes NSO Equivalent)

  • Grant Date: January 1, 2022
  • Exercise Date: July 1, 2024
  • Sale Date: September 1, 2024 (disqualifying disposition; held <1 year)
  • FMV at Exercise: $45
  • Strike Price: $15
  • Sale Price: $50
  • Shares: 2,000

2024 (Same Year Exercise & Sale)
Bargain Element: $35/share × 2,000 shares = $70,000

However, since the stock was sold in the same year, the AMT income is effectively nullified—there is no AMT adjustment on Line 2i.

Instead, the $35 per share of bargain element or $70,000 becomes compensation income, reported as ordinary income on the W-2, similar to a non-qualified stock option (NSO).

✅ Takeaway: By selling in the same year, the ISO loses its favorable tax treatment, but the taxpayer avoids paying AMT—and there’s no AMT credit to track or recover. Additionally, no FICA taxes are withheld on ISO shares that are disqualified.

📊 Example 3: Disqualifying Disposition in a Later Year (Worst Case)

  • Grant Date: January 1, 2022
  • Exercise Date: October 1, 2024
  • FMV at Exercise: $60
  • Strike Price: $15
  • Shares: 2,000
  • AMT Basis: $60/share
  • Regular Basis: $15/share
  • Sale Date: March 1, 2025
  • Sale Price: $55/share (sold at a loss compared to AMT basis)

2024 (Year of Exercise)
Bargain Element: $45/share × 2,000 = $90,000
Reported on Line 2i of Form 6251

This triggers a significant AMT liability in 2024.

2025 (Year of Disqualifying Sale)
Regular Tax Gain: $55 – $15 = $40/share × 2,000 = $80,000
AMT Loss: $55 – $60 = –$5/share × 2,000 = –$10,000

Line 2k Adjustment: Regular gain ($80,000) – AMT loss (–$10,000) = –$90,000
This negative adjustment is reported on Form 6251 Line 2k in 2025.

❗️ Worst Case: The taxpayer locked in the AMT by crossing into a new tax year before the disqualifying sale. That AMT paid in 2024 now becomes a deferred credit tracked on Form 8801.
The –$90,000 adjustment in 2025 increases the spread between regular and tentative tax, allowing the taxpayer to recover more of the AMT credit—but they still paid AMT on a gain that never materialized.

📘 Summary: AMT Recovery Strategy

Event Form 6251 Line Effect
ISO Exercise (bargain element) Line 2i Increases AMT income in the year of exercise
ISO Sale (qualified/disqualified) Line 2k May decrease AMT income (negative adjustment)
AMT Paid Due to ISOs Form 8801 Generates AMT credit
AMT Credit Recovery Form 8801 & 6251 Can offset future regular tax if TMT < regular tax

🧠 Final Thoughts

Understanding how negative AMT adjustments from ISO sales affect your future tax picture is essential for thoughtful equity planning. Many taxpayers wrongly assume AMT paid is gone forever—but the AMT credit on Form 8801 is often a source of hidden tax recovery.

By managing exercise and sale timing, tracking your dual basis, and reporting correctly on Form 6251, you can turn an AMT liability into a future asset—and make your ISOs work harder for you.

💼 Need Help Navigating ISO Tax Traps?

If you're facing a big AMT bill—or trying to recover credits from past ISO exercises—we can help.

At VIP Wealth Advisors, we specialize in equity compensation planning for high-income professionals. From modeling AMT exposure to tracking dual-basis cost adjustments, we ensure your incentive stock options work with your tax plan—not against it.

📅 Book Your Free Equity Comp Review

 


ABOUT THE AUTHOR

Mark Stancato, CFP®, EA, ECA, CRPS®

Mark Stancato, CFP®, EA, ECA, CRPS® has over 20 years of experience advising high-net-worth clients, including tech executives, real estate investors, and entertainment professionals. He specializes in tax strategy, equity compensation, and multi-stream income planning—offering white-glove guidance and highly personalized financial solutions.

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