I was a mover and then I ran a moving company. I love movers and the culture of people who work with their hands. They tend to be much funnier than office workers.
I realize yours is a common reality, but it's not been my experience. I always felt surrounded by underdogs, and our privilege mostly came from former underdogs choosing to bet on me.
My parents are middle class New Yorkers. I went to a public high school, ran track, skateboarded and played with computers and programming for fun.
I went to Wash U in St Louis on financial scholarship. A great school but not the ones that tech companies recruit aggressively from. My freshman year I bootstrapped a moving company and a custom apparel company, and I worked constantly at both on top of a full course load for a double major and social obligations. I probably couldn't do that today, but it didn't feel like work then. It was fun. Both of those companies did well enough that I got introduced to Joe Lonsdale as he was starting Addepar, and I made enough money from them to pay off all debts and enter adult life with over 150k in savings.
I joined Addepar my sophomore summer. It was me, Joe, a CMU dropout, a Berkeley grad who was working at Yahoo, a snowboard apparel designer, and a santa clara grad. We hacked it out, and now that company is worth over a billion dollars. Joe was a Stanford graduate, the rest of us made it with equity.
While at Addepar in SF I met Keith Rabois, who tried to recruit me to Square. I turned him down because I wanted to graduate school, but we became close friends and eventually started Opendoor together with Eric Wu, the child of immigrants who went to University of Arizona. We recruited a great team, and now Opendoor is a 10 billion dollar public company.
There are a million and one privileges I've enjoyed, but they were mostly people being willing to bet on me. And most of the money I made was in equity. I never had a six figure salary until my last 6 months at Opendoor, and I didn't take any money off the table until year 5.