Isn't the founders' holding severely diluted? They've gone through, iirc, over a dozen rounds of funding and own very little in the company
More interestingly, despite the relatively small ownership stake they nearly majority vote control Lyft through dual-class shares with a very unusual 20 to 1 vote ratio versus the normal shares.
Dumping even 2% of that $150M would give you enough to retire.
Actually, I could think of dozens of places I'd rather retire in, over the Valley.