Plan your Poolside ISO exercise

Calculator · free · no signup · pre-IPO

Poolside is pre-IPO. Plan your AMT impact at any valuation: current 409A, expected IPO price, or post-IPO scenarios.

Beta · invite-only · AlphaLatitude Inc. · Free Tools

Your grant

3 yrs
10%
20%
5.0%

Tax inputs

Grant timeline

For long-term capital gains treatment on the eventual sale, ISO shares need to be held until Apr 30, 2027 (2 years from grant) and at least 1 year from exercise. Tranches sold before either deadline are disqualifying dispositions, taxed as ordinary income on the bargain element. The optimizer accounts for both treatments per tranche based on hold periods at horizon. Want to see the whole picture? Try OptionsAhoy's beta: it optimizes ISOs alongside your entire portfolio, and you pick the goal: Max Value, Max Cash, or Min Total Tax.

Net final value at year 3 sale — optimized plan

$242,783

After-tax dollars at end of year 3, net of all federal + state taxes through the sale.

This year: exercise 2,640 shares (of 10,000 total).

= gross gain at sale − federal + state LTCG − AMT premium above baseline regular tax (time-valued)

AMT premium for exercising: $90,254 (on top of $228,434 regular tax across the horizon)

Optimized plan keeps $57,102 more than lump-sum, $796 more than even split.

Federal AMT crossover this year: 1,271 shares ($57,238 bargain element). Above that, each additional share this year adds federal AMT.

Estimates only. Not financial advice.

Net final value by year

Running tally: NTV from shares exercised through year y, minus AMT premium paid through year y. The last year matches the plan's headline NTV. Hover a year for plan totals.

$0$61K$121K$182K$243KYear 1Year 2Year 3
Lump-sumEven splitOptimized

Optimized exercise schedule

You pay the higher of Regular tax and Tentative AMT per jurisdiction, then subtract Credit recovered. The result is Net tax. Hover any number for the bracket-by-bracket breakdown.

12,640
22,567
34,793

Federal AMT credit

Earned

$80,681

Recovered

$0

Remaining

$80,681

The AMT credit only recovers in years where regular tax exceeds AMT — typically a year with no ISO exercise. Every year in this schedule has bargain element, so AMT exceeds regular tax in every year and the credit carries forward untouched. Try a longer horizon or fewer total shares to introduce a recovery year.

Plan comparison

Net value at the end of your hold horizon.

Lump-sum

All in Year 1

$185,681

$57,102

Even split

Equal shares each year

$241,987

$796

Optimized

Tax-aware schedule

$242,783

Highest

Estimates only. Excludes disqualifying dispositions, NSOs, multi-state moves, and AMT preferences other than ISO bargain elements. Long-term capital gains tax assumes a qualifying disposition (ISO held ≥1 yr from exercise and ≥2 yr from grant); state LTCG follows ordinary brackets except where the state grants preferential treatment (HI, ND, SC, WI, AR, NM) or has a dedicated LTCG-only tax (WA). Assumes you are within the $100K ISO limit (any portion of an annual ISO grant whose FMV at grant exceeds $100K is treated as NSO from the start, §422(d)). State AMT figures are 2025 (next-year values published in late 2026). Not financial advice.

QSBS note. If your shares qualify (typically pre-IPO C-corp grants held 5+ years), a federal rule lets you exclude up to $10M of gain on a future sale from federal tax. That single rule shifts exercise-timing math more than AMT does. (This is §1202 “qualified small-business stock”.) Modeled in beta, not here.

You optimized one grant in isolation. The beta optimizes ISOs alongside your RSUs, NSOs, and stock in one plan.

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About Poolside

Poolside is a privately held AI company, incorporated in Delaware and headquartered in San Francisco, CA.

AI for code.

Equity grants at Poolside typically include incentive stock options (ISOs) and non-qualified stock options (NSOs).

Jason Warner, former CTO of GitHub, and Eiso Kant, a serial dev-tools entrepreneur, founded Poolside in April 2023. The company trains foundation models exclusively for software engineering tasks, using a method called Reinforcement Learning from Code Execution Feedback (RLCEF), which grades model outputs by actually running the generated code rather than relying on human labels. Poolside raised $500 million in an October 2024 Series B co-led by Bain Capital Ventures, with NVIDIA and DST Global participating. In October 2025 NVIDIA committed up to $1 billion in additional investment, lifting the valuation to $12 billion.

Sources: en.wikipedia.org · techcrunch.com

OptionsAhoy is an independent tool and is not affiliated with, endorsed by, or sponsored by Poolside.

The calculator works at any Poolside valuation: enter your strike, the current 409A FMV, an expected IPO price, or anywhere in between. AMT is triggered on the bargain element (FMV minus strike) when you exercise; the calculator models federal AMT, state AMT, and the multi-year credit-recovery path.

All Poolside tools → · Use the generic AMT + ISO Exercise Calculator for any company.

Poolside equity questions

How much alternative minimum tax (AMT) will I owe exercising Poolside ISOs?
Exercising incentive stock options (ISOs) does not create regular income tax, but the bargain element (the fair market value at exercise minus your strike price) counts toward the alternative minimum tax (AMT). The amount depends on the bargain element, your other income, your filing status, and your state. The calculator above models federal and state AMT, the AMT crossover point, and how the credit recovers in later years for your exact Poolside figures.
Does Poolside grant ISOs, NSOs, or RSUs?
Equity compensation at Poolside typically takes the form of incentive stock options (ISOs) and non-qualified stock options (NSOs). Incentive stock options can trigger the alternative minimum tax (AMT) when you exercise.
Are Poolside shares eligible for QSBS?
They might be. Qualified small business stock (QSBS) under Internal Revenue Code Section 1202 can exclude federal tax on much of the gain when shares were acquired at original issuance from a C-corporation while its gross assets were under $50 million, and held at least five years. Whether your Poolside shares qualify turns on when you acquired them and the company's asset size at that time.
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