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The absolute easiest way to lose money on private company stock options: Having a distorted viewpoint of the company. (common when you're part of the internal dialogue) ???????? ?????????????????????????? ?????????? ???????? ?? ???????????????? ????????????????: Exercise stock options or let them expire. It's just as much about avoiding losses as it is about gains. ?????? ???????????????? ?????? ???????? ?????? ?????? ????????: → Exercising underwater options → Misreading market conditions ????? Even late-stage companies can run into hurdles → Hitting the easy button: Exercise and hope for the best ▼ ▼ ▼ My client had 90 days to decide whether to spend $40k to exercise their options Here's how we navigated the decision: ? Company outlook ? Exit event was supposedly on the horizon, but options were underwater ? In this new AI-era, I wouldn’t take anything as a given ? If you’re considering exercising options, the path to an exit better be crystal clear ? Personal financial goals ? Was this money more important to spend elsewhere today? ? Risk tolerance ? Can their financial plan withstand a miss on this bet? ????????????: ???????? ???????????? ???? ????????????????????. ?? ??????????????????, ?????? ???????? ?????? ???????????? ???? ?? ?????? ???????????? ?? P.S. Have you ever had to make a tough decision about stock options? Share your experience below! __________________ I’m a financial planner giving tech professionals financial peace of mind. ??Follow me to learn about unlocking equity compensation gains, reducing taxes and improving investments! ~This post is for educational purposes only and should not be taken as individual advice~