Venture Capital
Why Does Everything Have to Scale?
I make a living investing in companies that need to become enormous. I’m not convinced everything else should have to do the same.
Venture Capital
Essays on venture capital, startup fundraising, founders, investors, incentives, company building, and the strange machinery surrounding startup finance.
Technology
The ROI of Staring at a Wall
Twenty minutes. No phone, no music, no work. I tried meditating for two weeks and accidentally turned doing nothing into another performance metric.
Investing
Tech Doesn’t Understand Why You Don’t Like It
Tech companies say people don’t understand the future. Maybe the bigger problem is that tech no longer understands the people expected to live in it.
Venture Capital
Everyone Is Asking Someone Else for Money
Founders ask VCs. VCs ask LPs. Somewhere above them, someone richer is still saying no. A personal essay about money, status, bad pitches, conditional affection, and the strange humility of asking for capital.
Venture Capital
Confessions of a Compromised Capitalist
From homeless anti-capitalist to venture capitalist, a personal essay on power, hypocrisy, and the unresolved question of whether capital can be used with a conscience.