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Stock Options Part 2: How Much To Sell vs. Hold | Ep. 17

You have stock options worth more money than you have ever held in your life. The real question is not what to do with the tax bill — it is how much of this equity actually needs to become your wealth, and how much you can afford to let ride.

People often default to one of two mistakes: they sell everything the moment it vests because concentration feels scary, or they hold everything because the company feels unstoppable. Neither is a strategy.

The real question is not whether to sell or hold, it is how much of your financial plan is already depending on this money, and how much is just…

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