[throwaway9675]

I could 15-20% and not worry about working. My intention is to understand the optimal strategy. Keep the winner or sell shares and schedule and invest in ~50-60 new companies with larger tickets. I love my work and want to keep working.

[petercooper]

If I could lock up a guaranteed "this will see me out the rest of my life" amount safely by selling 20% of a holding, I would do that then do whatever I wanted/have fun with the rest. If that fun involved angel investing in a handful of other companies, so be it. Take care of yourself, then do what feels good, I say!