
We Have A Meeting · 2026-06-26 · 5 min
In this episode, we sit down with Simon Rogerson, co-founder and CEO of Octopus Group, for a raw and unfiltered conversation about why META is actively destroying human connection, why most businesses fail because entrepreneurs lack the resilience to survive the brutal early years, and why giving founders too much capital is often the worst thing you can do if you want them to actually succeed. We dive into the reality that most businesses are selfish, short-termist, and borderline sociopathic because they only care about the bottom line and shareholders, ignoring every other stakeholder that actually matters. Simon challenges the idea that AI will replace human connection, arguing instead that technology should free us up for deeper relationships, not isolate us further behind screens and virtual friends like Mark Zuckerberg wants us to believe. You'll hear why the best entrepreneurs are given too little capital, not too much, forcing them to make smarter decisions and avoid pissing money up against the wall on bad hires and rushed moves.