Is it wise to ask your sign on bonus amount to be added to overall equity amount instead?

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No. The question is if you are given a lump sum of cash, would you spent all on buying GOOG? If the answer is no, then you shouldn’t. Same reason may googlers have RSU on auto sell

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I did as it was a bit more for equity. Always a risk as equity could go up or down.

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Never thought of asking for this, it’s a great move. Of course, it’s a risk vs. reward play, but if you’re playing long term, why not.

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If your time horizon isn't for a few years then IMO i think Equity would be a good bet. Alternatively you could just buy GOOG with the sign on bonus upon receipt. One variable is when you would take the tax hit from this.

Why would you do that? You could just invest the sign-on immediately. Unless you’re saying for example, you asked for a $25k sign on to be converted to an additional $75k of equity

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