Fractional Jets, Option Exercises, and Estate Fairness: Financial Planning at the Next Level

This week’s episode starts with a question from a family debating whether to keep their fractional jet ownership or buy a midsize jet outright. Stephan walks through the tax benefits, depreciation rules, and hidden costs that factor into the decision—and why the math isn’t as simple as cost per hour.

Next, we hear from an executive with a large stock option package who wants to exercise wisely without triggering an unnecessary tax bill.

Then, we answer a question from a parent who wants to leave more to one child without creating family tension. We talk through how to use gifts, trusts, and legacy letters to balance fairness and support.

Finally, in this week’s Advisor Red Flags segment, Stephan breaks down why promises to make your stock options “tax-free” are a warning sign.

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