C
Candidate

Stock Options

The right to purchase company stock at a predetermined price (the strike price) at some future time. Common at startups. Options have value when the stock price rises above the strike price — but are worth nothing if the company doesn't grow or exit.

Stock options give employees the right — but not the obligation — to purchase company shares at a specific price (the 'strike price' or 'exercise price') after vesting. The theoretical value is the difference between the strike price and the market price at the time of exercise. **Two main types:** **ISOs (Incentive Stock Options)**: Eligible for favorable tax treatment if held correctly. Can only be granted to employees. Subject to AMT in some scenarios. **NSOs (Non-Qualified Stock Options)**: More common. Taxed as ordinary income at exercise (the spread between strike price and current value). Can be granted to employees, consultants, and board members. **The lifecycle:** 1. **Grant**: You're given options with a strike price equal to current fair market value (409A valuation) 2. **Vest**: Options vest over time (typically 4-year schedule with 1-year cliff) 3. **Exercise**: You pay the strike price to own the shares 4. **Exit or liquidity event**: Shares become saleable (IPO, acquisition) **The key risk:** Options are worth nothing if the company never achieves a valuation above your strike price. Even if the company does well, liquidation preferences of investors can reduce what employees receive. **Post-termination exercise window:** When you leave a company, you typically have 90 days to exercise vested options or lose them. Some companies have extended this to 5 or 10 years — a significant employee-friendly improvement.

Why it matters

Early-stage startup options represent the most extreme version of equity risk-reward. Understanding the strike price, the current 409A valuation, and the company's funding history gives you a realistic sense of potential value vs. the lottery narrative most founders tell.

Candidate tip

Ask about the post-termination exercise window before joining a startup with options — a 90-day window forces you to buy shares or lose them when you leave, which can be very expensive; a 5-10 year window is far more employee-friendly.

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