I spent ~3 years at Twitter (2010-2013) as an engineer and manager. Made a competitive salary while there. Left with almost $2m in equity (ISOs + RSUs).
I sold the bulk of my position quickly due to serious concerns about tying the bulk of my net worth to a single company's future.
After strike price, AMT, and income tax I ended up with roughly $1m in cash. Probably could have been closer to $1.2m if I knew what I was doing tax-wise.
Not a reproducible pattern to be sure, but it was a nice outcome.
I sold the bulk of my position quickly due to serious concerns about tying the bulk of my net worth to a single company's future.
After strike price, AMT, and income tax I ended up with roughly $1m in cash. Probably could have been closer to $1.2m if I knew what I was doing tax-wise.
Not a reproducible pattern to be sure, but it was a nice outcome.