AMT + ISO Exercise Calculator
Open →Plan Grammarly 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 →Grammarly is pre-IPO. Plan your AMT and NSO exercise tax at any valuation: current 409A FMV, expected IPO price, or post-IPO scenarios.
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Plan Grammarly 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 Grammarly 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.
Grammarly 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 Grammarly? Find another company.
Grammarly is a privately held Cloud/SaaS company, headquartered in San Francisco, CA.
Last reported secondary-market price: $14.34 per share (as of 2026-06-09). Your own 409A may differ.
AI writing.
Equity grants at Grammarly typically include incentive stock options (ISOs) and non-qualified stock options (NSOs).
Grammarly is an American English-language writing assistant software tool. It started as a tool to review the spelling, grammar, and tone of a piece of writing and to identify possible instances of plagiarism. Since 2025 it has integrated extensive generative AI tools, including options to generate essays from scratch, to suggest and insert citations, to "humanize" the text to avoid it being flagged as AI-generated, and to predict grades based on user input on the instructor, course, and university. It can also make stylistic and tonal recommendations. An "Expert review" feature, which attributed Grammarly's editing suggestions to subject-matter experts in various fields, was discontinued in March 2026 due to criticism and complaints.
Source: Wikipedia (CC BY-SA 4.0)
Founded in 2009 by Ukrainian engineers Max Lytvyn, Alex Shevchenko, and Dmytro Lider, the company began as a browser extension catching typos and grew into a writing assistant used by roughly 40 million people. December 2024 brought the $400M+ Coda acquisition, installing Coda co-founder Shishir Mehrotra as CEO and reframing the roadmap around AI-native productivity. By late 2025 the parent had absorbed email client Superhuman, rebranded under that name, and shipped a unified suite spanning writing, docs, inbox, and a proactive agent layer called Go.
Sources: grammarly.com · techcrunch.com · techcrunch.com
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