Earlier quoted context omitted.
A quirk of Silicon Valley culture is that senior employees on the inside of it tend to be rather sophisticated about how they think about equity, and they also tend to be rather reticent about talking about that externally, because of factors such as legal and PR risk. This is immensely frustrating to me, because thinking lucidly about equity is incredibly important for career planning for engineers who are startup-a…
I don't think the equity is worthless. I just think an engineer can work at Facebook with a monthly vest and their equity is as good as cash. An engineer at stripe has illiquid shares that they hope they can convert to cash in 3+ years. Usually the hope of a large return would offset that (time value of money) but thats cancelled by the fact that stripe's private valuation is 30B+.
Perhaps there is an argument that by being so focused on the cash part of an offer I probably left equity on the table, if the IPO lottery ticket came in perhaps I would find myself regretting that.