Jack was 28 years old and financially successful as a sales rep for a rapidly growing tech company on the verge of an IPO. Without a wife or family, he had built up a sizable cash nest egg. Also, he had several thousand vested incentive stock options (ISOs) but didn’t understand how they affected his taxes, or even why he would exercise them. For months, he did nothing because he wanted to avoid making a big mistake—although he felt he should do something.
Then he talked to Claro.