Looking to get some feedback on this investment strategy: Contribute 100% of the allowed limit in ESPP program(15% of base) to get full company match(15% of my contribution). Sell it on the same day it vests(vests starting of every month) and then invest that money in vgt and voo. I understand the short term tax implications but still feels it is better to invest in etf than in company’s stocks. Thoughts?

smart
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I would definitely sell the company stock as soon as you can. You already have a huge investment in that company and would absolutely want to be diversified

like

If you plan to work yhere a while could make sense to stagger this strategy 12 months so paying long-term gains. Still sell every month just wait a year to begin.

likehelpful

TA - It is most likely your company has you paying taxes on the 15% from the start so your cost basis is in effect the FMV. Selling right away gives you free money with no risk.

likesmart

The government thinks of the 15% discount as a taxable benefit. It is still a great deal.

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Yes. Sell asap.

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