AMT + ISO Exercise Calculator
Open →Plan Decagon ISO exercise around the AMT bargain element. Federal + state, AMT crossover, multi-year credit recovery.
Deep dive: Four AMT mistakes you can still fix before December 31 →Decagon is pre-IPO. Plan your AMT and NSO exercise tax at any valuation: current 409A FMV, expected IPO price, or post-IPO scenarios.
Beta · invite-only · AlphaLatitude Inc. · Free Tools
Plan Decagon ISO exercise around the AMT bargain element. Federal + state, AMT crossover, multi-year credit recovery.
Deep dive: Four AMT mistakes you can still fix before December 31 →Left Decagon with vested ISOs? Model the 90-day exercise-or-forfeit window: your deadline, AMT cost of exercising at once, and the share count that maximizes after-tax value.
Decagon NSO exercise tax (federal, state, FICA) plus a sell-vs-hold comparison for long-term capital gains.
Deep dive: Six NSO mistakes your tax advisor probably won't mention →Don't work at Decagon? Find another company.
Decagon is a privately held AI company, incorporated in California and headquartered in San Francisco, CA.
$4.5B Series D.
Equity grants at Decagon typically include incentive stock options (ISOs) and non-qualified stock options (NSOs).
Decagon AI, Inc. is an American artificial intelligence company that develops conversational AI agents for customer service. The company is headquartered in San Francisco, California with additional offices in New York City and London.
Source: Wikipedia (CC BY-SA 4.0)
Founded in 2023 by Jesse Zhang and Ashwin Sreenivas, Decagon builds autonomous AI agents that handle enterprise customer support across voice, chat, email, and SMS. The San Francisco company counts Eventbrite, Substack, Rippling, Bilt, Webflow, Duolingo, Chime, and Oura among its customers, with deflection rates averaging near 70 percent. Andreessen Horowitz and Accel led a $35M Series A in 2024, followed by a $65M round and a $131M Series C at a $1.5B valuation in June 2025. A $250M Series D in January 2026 tripled the valuation to $4.5B.
Sources: decagon.ai · decagon.ai · businesswire.com
Sources: decagon.ai · techcrunch.com
Researched 2026-05-07.
OptionsAhoy is an independent tool and is not affiliated with, endorsed by, or sponsored by Decagon.
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OptionsAhoy plans your Decagon equity alongside hedging, vesting, and de-concentration, across bullish, neutral, and bearish market scenarios. Free during beta.