The Ramblings
of a Serial
Entrepreneur

Even if AI optimists turn out to be right, it likely won’t be because their logic was correct. Here’s where […]

AI and the technology it sows brings us the tantalizing possibility of living forever, while at the same time a […]

I’ve spent the last five weeks neck-deep in the AI risk rabbit hole. And my worldview has taken a beating. I used to think the coming AI wave would be bumpy, weird, scary and fucked up, but survivable. Now I’m not…

Technology’s ability to track and analyze everything will have us living in narrow boxes of state-prescribed behavior, unless we preserve individual liberty

AI agents pose an extinction level event for office work and the income it provides. White collar workers who don’t stockpile assets now are sleepwalking into poverty.

In a few years the majority of the economy will be autonomous AI agents transacting with each other – and […]

Industrial‑era college - four expensive years of ladder‑climbing prep - is on a collision course with two forces: compounding automation and collapsing trust in academic gatekeepers. Unless it’s rebuilt from first principles, it will survive only as a high‑priced social…

This is about what happens in the wake of AI – when the career ladder disappears, intelligence is no longer […]

Note: This post was written on October 1, 2025. I’m backdating it here on the blog so it appears sequentially […]