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Rubric Financial

Tax

Incentive Stock Option (ISO)

An employee stock option with favorable tax treatment if specific holding requirements are met.

ISOs are stock options granted to employees with potential long-term capital gain treatment on the entire spread — but only if you hold the shares for 1 year past exercise AND 2 years past grant.

Exercise creates no regular tax (only AMT preference). Selling shares before meeting holding requirements is a 'disqualifying disposition' that converts the spread to ordinary income.

Common pitfalls

  • AMT on exercise — you owe tax on a paper gain you may never realize
  • $100K limit per year on ISOs that are exercisable for the first time
  • Disqualifying dispositions accidentally triggered by quick sales

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