Compare four exercise-and-sell strategies side by side, after federal and state tax, and find the share price where holding pays off.
Assumes your income is the same in the exercise and sale years. "Hold over 1 year" for ISOs also assumes the sale is more than 2 years after the grant date. FICA is applied to NSO spreads only (ISOs are exempt).
| Strategy | Cash upfront | Total tax | Net profit |
|---|---|---|---|
| Exercise & sell today | $0 | $63,440 | $126,560 |
| Exercise now, sell after 1+ yr | $105,586 | $102,706 | $137,294 |
| Exercise now, sell within 1 yr | $60,000 | $85,201 | $154,800 |
| Wait, exercise & sell later | $0 | $83,301 | $156,700 |
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