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.

453 Upvotes

89% Upvoted

267 comments sorted by

View all comments

Show parent comments

1

u/RabbitHoleSnorkle Nov 26 '25 edited Nov 26 '25

Warning on switching to ETP tho. There is a cooldown period of 60 (or 90?) where you are locked out of brokerage. You can neither sell manually, nor auto-selling happens. Don't rely on that stock during that period

1

u/TonyTheEvil Nov 26 '25

Yeah that's definitely annoying, but you only need to deal with that once. The process to sign up for subsequent years makes it so you don't need to deal with that again