> We knew as our family grew that we wouldn’t want to live with a roommate forever. So when the opportunity arose for me to supplement my salary by selling my Facebook stock, I took it. I’d been granted a few thousand shares when I got hired, and after the company had its IPO in 2012, I sold all the shares that had vested.
> We could finally rent a house for just our family, no roommate. It was great, but that also meant even larger housing costs. In order to afford that, selling stock became necessary every quarter it vested. Obviously, this is not the path to financial security, but when the sum of money that lands in front of you isn’t life changing, you look to the short term and what it can do for you right now. In many ways, this follows exactly with the Silicon Valley hustle that many startups fall into. The path in front of you isn’t always clear, so you hedge your bets.
WTF? If your day to day financial survival depends on selling stock as it vests you're either a) an idiot or b) backed into a corner. In this guys case, it should have been obvious when he started the gig that it wasn't sustainable. If not immediately, then when he moved out and started selling stock to cover renting a house.
A pretty simple rule is that you should be accumulating capital, not spending it to cover operating expenses. Sure if shit hits the fan, and it invariably will at some point, you will be spending from capital till you get back on your feet. But it shouldn't be a day to day thing.