EPISODE · Jun 26, 2026 · 4 MIN
Watch This Before Watching The Social Reckoning Film (2026)
from We Have A Meeting
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. Simon reveals how Octopus didn't start with a grand mission but with frustration and survival, hitting tiny milestones one at a time until they could finally ask themselves what they were actually building and why it mattered. We explore the uncomfortable truth that META has done more for social isolation than any other company in history, why human beings desperately need to belong to something real, and why the next five to ten years will be a sick continuation of what's already happening to our kids who can't put their phones down. Simon leaves us with one powerful question: if the company you work for was a person, would you want to be friends with it? If the answer is no, you probably need to get another job. More from Simon: Website: https://www.octopusgroup.com Hear more from the Hosts: Jack https://www.linkedin.com/in/jack-frimston-5010177b/?originalSubdomain=uk Zac https://www.linkedin.com/in/zac-thompson-33a9a39b/
What this episode covers
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. Simon reveals how Octopus didn't start with a grand mission but with frustration and survival, hitting tiny milestones one at a time until they could finally ask themselves what they were actually building and why it mattered. We explore the uncomfortable truth that META has done more for social isolation than any other company in history, why human beings desperately need to belong to something real, and why the next five to ten years will be a sick continuation of what's already happening to our kids who can't put their phones down. Simon leaves us with one powerful question: if the company you work for was a person, would you want to be friends with it? If the answer is no, you probably need to get another job. More from Simon: Website: https://www.octopusgroup.com Hear more from the Hosts: Jack https://www.linkedin.com/in/jack-frimston-5010177b/?originalSubdomain=uk Zac https://www.linkedin.com/in/zac-thompson-33a9a39b/
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Watch This Before Watching The Social Reckoning Film (2026)
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