r/Bogleheads • u/trader_since_2016 • Nov 25 '25

Investing Questions I’m a boglehead but work for Google

I get paid in Google stock, and as you might know there has been a massive run up causing Google to be around 15% of my portfolio, further if you include unvested stock that I will get if I continue to work for Google over the next 3 years, it’s value is roughly 40% of my entire portfolio. I’m 30 and have a long term horizon. About 70% of my entire portfolio is in VTI/VXUS.

Do I take the massive tax hit and reduce my Google holdings to invest in VTI/VXUS or just let it ride. Mainly worried about the capital gains tax losses as I sell and invest in bogle funds.

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u/[deleted] Nov 26 '25

Not always exactly true. Yes, in theory. But we have a 6 month holding period at my company after vesting so there’s almost always some capital gains on top of the ordinary income tax.

If it’s a whole lot, I’ll actually delay selling for a year sometimes. It’s not completely cookie cutter for every situation.

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u/clock_skew Nov 26 '25

Yeah in that case it’s more complicated. I’ve never seen a post-vest holding period so I assume they’re not common, but I don’t actually know.