Plan your Anthropic NSO exercise
Calculator · free · no signup · pre-IPOAnthropic is pre-IPO. Plan your NSO exercise tax (federal, state, FICA) at any expected valuation.
Beta · invite-only · AlphaLatitude Inc. · Free Tools
Your grant
Seeded from secondary-market data, as of Jun 8, 2026
Tax inputs
Hold strategy
Best after-tax payout — at year 1
$1,499,641
Sell + invest wins by $1,317,221 over Hold 1 yr.
Estimates only. Not financial advice.
Sell + invest
Best payout| Bargain element (sale − strike) | $2,895,050 |
| Federal | |
| State | |
| Medicare | −$41,978 |
| Additional Medicare | −$26,055 |
| Market gain over 1 yr at 10.0% | $139,905 |
| LTCG on diversified gain (fed + state + NIIT) | −$39,313 |
| Net at year 1 | $1,499,641 |
Sell every share immediately; invest the after-tax cash at the market return for 1 yr, then liquidate. Diversified — no single-stock concentration risk.
Exercise + hold 1 yr
| Sale proceeds (year 1) | |
| LTCG tax (federal + state + NIIT) | $0 |
| Net at year 1 | $182,420 |
Sold 2,625 shares at exercise to cover strike + tax; 2,375 shares held 1 yr for LTCG.
Social Security + Medicare are payroll taxes (collectively called FICA) — they apply because you're exercising as a current employee.
Both columns are stated in year-1 dollars: sell-now proceeds compound at the market return and pay LTCG on the gain at year 1; any cash paid out of pocket on the hold side carries the same opportunity cost.
Net at year N — by hold period
Estimates only. Excludes AMT (NSOs do not trigger AMT), state-AMT, multi-state moves, and disqualifying-disposition edge cases. Not financial advice.
You calculated one NSO decision. The beta plans NSOs alongside RSUs and ISOs in a single multi-year tax plan.
Request beta access →About Anthropic
Anthropic is a privately held AI company, incorporated in Delaware and headquartered in San Francisco, CA.
Last reported secondary-market price: $589.01 per share (as of 2026-06-08). Your own 409A may differ.
$380B Feb 2026; PBC.
Equity grants at Anthropic typically include incentive stock options (ISOs) and non-qualified stock options (NSOs).
Anthropic PBC is an American artificial intelligence (AI) company headquartered in San Francisco, California. It has developed a series of large language models (LLMs) named Claude and has a focus on AI safety. Anthropic was founded in 2021 by former members of OpenAI, including siblings Daniela Amodei and Dario Amodei, who are president and CEO, respectively. The company is privately held and as of May 2026 had an estimated valuation of $965 billion, making it the most valuable pure-play AI company in the world.
Source: Wikipedia (CC BY-SA 4.0)
Founded in 2021 by Dario Amodei (CEO), Daniela Amodei (President), and former OpenAI researchers including Tom Brown, Sam McCandlish, and Jared Kaplan, Anthropic operates as a San Francisco Public Benefit Corporation focused on AI safety. The Claude model family (Opus 4.7, Sonnet 4.6, Haiku 4.5) ships through the API, claude.ai, Claude Code CLI, the Agent SDK, and the MCP protocol. Backers include Amazon (roughly $8B committed) and Google. A February 2026 Series G raised $30B at a $380B valuation; annualized revenue hit $30B by March 2026, with secondary markets pricing the company near $900B-$1T.
Sources: cnbc.com · sacra.com · venturebeat.com
Equity comp at Anthropic
- Anthropic is a Public Benefit Corporation (PBC), a corporate structure that requires the board to balance making money for shareholders against pursuing the company's stated public benefit (here, AI safety research). For employees, this does not change federal tax on your equity. What it can change is timing: when the company decides whether to organize an employee share-sale event (an industry term: 'tender offer'), the board has to weigh financial returns against the benefit purpose, which can delay or shrink those events compared to a typical for-profit company.
Sources: anthropic.com · corp.delaware.gov
Researched 2026-05-06.
OptionsAhoy is an independent tool and is not affiliated with, endorsed by, or sponsored by Anthropic.
Anthropic NSO exercise creates ordinary income on the bargain element (federal, state, and FICA) at the price on the day you exercise. The calculator works at any valuation, so you can model your exercise cost at the current 409A FMV, an expected IPO price, or post-IPO scenarios.
Example: at Anthropic's last reported price of $589.01, exercising 5,000 NSOs with a $176.7 strike creates a $2,061,550 bargain element, taxed as ordinary income on the day you exercise. Combined federal + state + FICA on that bargain typically lands between $556,619 and $927,698 depending on your bracket and state. The calculator above computes the exact figure for your situation and compares selling now vs. holding through the long-term capital-gains threshold.
All Anthropic tools → · Use the generic NSO Exercise Calculator for any company.
Anthropic equity questions
- How is a Anthropic NSO exercise taxed?
- Exercising a non-qualified stock option (NSO) creates ordinary income on the bargain element (the price on the day you exercise minus your strike), subject to federal income tax, state income tax, and FICA. The calculator above computes that tax for your Anthropic grant and compares selling the shares now against holding past the one-year mark for long-term capital-gains treatment.
- Does Anthropic grant ISOs, NSOs, or RSUs?
- Equity compensation at Anthropic 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 Anthropic 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 Anthropic shares qualify turns on when you acquired them and the company's asset size at that time.
One piece of the puzzle.
OptionsAhoy plans your Anthropic equity alongside hedging, vesting, and de-concentration, across bullish, neutral, and bearish market scenarios. Free during beta.