Got 200k stock at 1188/share a month ago so now it’s around 230k. Would it be better to cash out every month when it vests or hold?

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You are well off enough to invest $200k and you are asking strangers with limited context whether to hold or sell??

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To clarify, this is my equity grant from my job at Google. It vests over 4 years and I can cash out the portion monthly. Apologies for the confusion.

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I would hold

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In my opinion, you need to consider 3 things:

1) Expected return - how you expect GOOG to perform vis a vis the broader market.

2) Diversification of concentration - how much of your financial capital is in Google / tech. Given your human capital is in tech, you probably don’t want to have too much financial concentration in this sector.

3) Tax issues - you get taxed at your marginal income tax rate on the vesting date, based on the then-current stock price unless you make an 83(b) election now. If you expect the stock to appreciate, make an election; otherwise, wait.

Disclaimer - you should consult with an investment / tax professional when making this decision.

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Filing 83b at a mature public company is not a no brainer. It’s only a good idea if all the following are true:

1. You are confident you will stay at the company for the full vesting period (4 years!)
2. You are confident the stock will not drop in value between grant and vest
3. You are confident you will be in a similar or higher tax bracket at time of vest as you are in now
4. The opportunity cost of paying taxes at grant (I.e. the foregone investment return on that money) is lower than the expected tax savings at time of vest.

All depends how much concentration you have with that one stock compared to rest of yoir portfolio

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You should diversify some as you’re likely over concentrated from an exposure standpoint. But need to understand total portfolio / NW + needs + goals to fully diagnose.

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Or cash out and invest it in another stock?

Play with the dividends, or just hold it all. May also depend on whether you made said investments with a long term or short term strategy in mind.

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