AMT + ISO Exercise Calculator
Open →Plan Character.AI 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 →Character.AI 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 Character.AI 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 Character.AI 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.
Character.AI 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 Character.AI? Find another company.
Character.AI is a privately held AI company, incorporated in Delaware and headquartered in Menlo Park, CA.
Last reported secondary-market price: $88 per share (as of 2024-08-02). Your own 409A may differ.
Conversational AI.
Equity grants at Character.AI typically include incentive stock options (ISOs) and non-qualified stock options (NSOs).
Character.ai is a generative AI chatbot service where users can engage in conversations with customizable characters. It was designed by the developers of Google LaMDA, Noam Shazeer and Daniel de Freitas.
Source: Wikipedia (CC BY-SA 4.0)
Noam Shazeer and Daniel De Freitas founded Character.AI in 2021 after leaving Google, where Shazeer had led the team that built the LaMDA conversational model. The company raised more than $150 million largely from a16z and reached a $1 billion valuation as consumer chatbot demand surged in 2023. In August 2024, Google paid roughly $2.7 billion for a non-exclusive license to Character.AI's technology and rehired Shazeer, De Freitas, and members of the research team into DeepMind in a deal regulators have described as a reverse acquihire. Character.AI continued as an independent company under interim CEO Dominic Perella, with most staff staying, and uses both internally-developed and third-party language models to power its consumer chatbot product.
Sources: techcrunch.com · washingtonpost.com · cnbc.com
Researched 2026-05-07.
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