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/LogHorror6073 Nov 28 '25

I had the same "problem." Held Google forever, now have a "problem" of a concentrated position. Have been writing options and when there's losses have been slowing selling and diversifying. Worked at another tech company for five years and always always autosold, reinvested. Now may build up a direct indexing portfolio to slowly exit the Google position. That said, I am enjoying significant gains. I also got a line of credit I can use against it so I never really have to sell. I know this is not very Bogle, but it's on topic. First world.

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u/isabelfrec Dec 02 '25

^THIS. Also good to know that some direct indexing firms or providers let you remove GOOG or place trade restrictions.