Sell C3.ai (AI) stock to fund a goal
Calculator · free · no signup · AINeed cash for a goal? Plan the minimum-tax schedule to sell your vested C3.ai (AI) shares and net a target amount by a target date, across tax years.
Beta · invite-only · AlphaLatitude Inc. · Free Tools
Inputs
Your equity
One stack per ticker (current-employer RSUs, prior-employer holdings, index fund, etc.). Each stack has its own current price, growth assumption, and cost-basis lots.
Lots
Plan
Estimates only. Not financial advice.
Lock-in-now is deterministic (0%). Plans that wait depend on future prices; risk is near-zero when inventory comfortably exceeds the goal. Volatility: each stack's option-implied vol if a ticker is set, otherwise 30%. Lognormal model; real markets have fatter tails.
| Tax | $111,637 | $110,752 | $111,637 | $119,397 |
| Wealth @ target | $726,476 | $680,919 | $726,476 | $721,823 |
| Chance of shortfall | 2.5% | 0% | 2.5% | 4.8% |
Feasible
$400,051 net by 08/01/27
Total tax: $111,637 (federal $59,593, state $36,947, NIIT $15,097)
Schedule · Recommended
| Sale date | Shares | Tax | Net | Cumulative |
|---|---|---|---|---|
| 06/30/26 | 173 | $14,974 | $15,410 | |
| 07/31/26 | 300 | $26,124 | $42,233 | |
| 08/31/26 | 300 | $26,281 | $69,157 | |
| 09/30/26 | 300 | $26,434 | $96,180 | |
| 10/31/26 | 300 | $26,594 | $123,305 | |
| 11/30/26 | 300 | $26,749 | $150,529 | |
| 12/31/26 | 300 | $26,910 | $177,857 | |
| 01/31/27 | 300 | $27,073 | $205,289 | |
| 02/28/27 | 300 | $27,221 | $232,814 | |
| 03/31/27 | 300 | $27,385 | $260,444 | |
| 04/30/27 | 300 | $27,546 | $288,176 | |
| 05/31/27 | 300 | $27,712 | $316,013 | |
| 06/30/27 | 300 | $27,875 | $343,953 | |
| 07/31/27 | 300 | $28,043 | $372,000 | |
| 08/01/27 | 300 | $28,052 | $400,051 |
Risk vs wealth
Each dot is a possible plan. Right is riskier, up is more wealth left over.
Trajectory of cash netted
Solid line = expected. Shaded band = 10th–90th percentile under price uncertainty.
After the plan
You keep 3,627 shares worth $436,251 at the projected target-date price, invested for the next decision.
About C3.ai
C3.ai (AI) is a public AI company, incorporated in Delaware and headquartered in Redwood City, CA. IPO'd Dec 9, 2020.
Last close: $11.18 per share (as of 2026-06-02).
Equity grants at C3.ai typically include incentive stock options (ISOs), non-qualified stock options (NSOs), and restricted stock units (RSUs).
C3.ai is an American information technology company specializing in enterprise artificial intelligence. Based in Redwood City, California, the company was founded in 2009 by Thomas Siebel and became a public company in 2020 on the New York Stock Exchange.
Source: Wikipedia (CC BY-SA 4.0)
Tom Siebel founded C3.ai in 2009, and the Redwood City, California company sells an enterprise AI platform plus a library of pre-built applications for predictive maintenance, supply network risk, and production optimization. C3.ai listed on the NYSE under the ticker AI on December 9, 2020, pricing 15.5 million shares at $42 and raising roughly $651 million in gross proceeds. Customers span oil and gas (Shell, Occidental, Baker Hughes partnership), defense and intelligence (U.S. Air Force, Department of Defense work), and manufacturing (Koch Industries), with more than 40 turnkey applications offered across regulated industries.
Sources: en.wikipedia.org · businesswire.com · c3.ai · c3.ai
Equity comp at C3.ai
- RSUs use single-trigger vesting: shares become yours as each portion vests on schedule, and the value is taxed as ordinary income at that point. No IPO or acquisition is required.
Researched 2026-05-07.
OptionsAhoy is an independent tool and is not affiliated with, endorsed by, or sponsored by C3.ai.
If you hold vested C3.ai (AI) shares and need a set amount of cash by a date (a house down payment, tuition, a sabbatical, a business buy-in), the question is which lots to sell and in which tax years to keep the most after tax. This calculator builds the minimum-tax sell schedule across your lots, accounting for federal long-term capital gains, the net investment income tax, and your state.
Example: a 5,000-share AI position at $11.18 is worth $55,900. Say you need $150,000 of it for a house down payment by next spring. Selling enough shares all in one tax year can push the gain into the higher long-term capital-gains bracket and trigger the 3.8% net investment income tax; spreading the sale across two tax years often nets more. The calculator above finds the minimum-tax sell schedule across your specific lots, basis, goal, and date.
All C3.ai tools → · Use the generic Stock Sale Funding Calculator for any company.
C3.ai equity questions
- How much AI stock do I sell to fund a goal without overpaying tax?
- It depends on your cost basis, your target amount and date, and how the sale spreads across tax years. Selling vested AI shares triggers long-term capital-gains tax, plus the 3.8% net investment income tax and state tax above certain income, and bunching a large sale into one year can push the gain into a higher bracket. The calculator above builds the minimum-tax sell schedule across your lots to net your target amount by your date.
- Does C3.ai grant ISOs, NSOs, or RSUs?
- Equity compensation at C3.ai typically takes the form of incentive stock options (ISOs), non-qualified stock options (NSOs), and restricted stock units (RSUs). Incentive stock options can trigger the alternative minimum tax (AMT) when you exercise. Restricted stock units are taxed as ordinary income when they vest.
- Do C3.ai RSUs use double-trigger vesting?
- No. C3.ai restricted stock units (RSUs) use single-trigger vesting: each tranche becomes yours as it vests on schedule, taxed as ordinary income at that point, with no liquidity event required.
One piece of the puzzle.
OptionsAhoy plans your C3.ai equity alongside hedging, vesting, and de-concentration, across bullish, neutral, and bearish market scenarios. Free during beta.