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The playbook for elite founders and executives. Real wins. Raw failures. Hard drills.
- Indexed issues, last 90 days
- 18
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- Sep 27, 2026
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- Aug 5, 2026
Latest issues
🏋🏾 Starting Over - part II (opens the original)
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Earlier this week I shared the post above about Starting Over.It was a reflection on stepping away from 25+ years of being employed by others to build a portfolio life that fits uniquely for me.The response was overwhelming. My inbox filled up with messages from founders and executives wrestling with the exact same push and pull. I even heard from people I had lost contact with and not spoken to for 20+ years!The most common question was simpl
🎥 Luca Ferrari - Bending Spoons (opens the original)
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I just finished listening to David Senra talk with Luca Ferrari - co-founder and CEO of Bending Spoons.Many tech companies rely on bloated headcounts and traditional pedigree. Luca has spent over a decade building a European tech powerhouse powered by extreme talent density and rigorous operational processes.Here is his playbook for building a talent machine and operating at world-class standards:Drive to Be the Best🦚 Luca operates with a completely polari
🚨Coaching Avatar (opens the original)
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Shoib from Nuggt had a gleam in his eye,Cooking up ghosts where the silicon lie.Avatars spun out of pixel and spark,Little fun phantoms to play in the dark.I asked him a question: Can wisdom be cloned?Can the art of the coach be synthetic, enthroned?We didn’t write slides, we didn’t debate,Just opened the hood and invited in fate.Four hundred essays poured straight through t
🏋️ Starting Over (opens the original)
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Hi.These weekly notes are usually about the challenges and blind spots I work through with founders and leaders. This week is different! This session is a summary of me coaching myself with the help of some other coaches and therapists. Over the past twelve months, I stepped away from corporate life to go all in on a portfolio career I had to unlearn old habits, sit with an empty calendar and figure out what a good day actually looks like.Here is the t
🏋🏾Ask Harder Questions (opens the original)
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I have had a few founders ask me what to do with the topics that Michael and I recently discussed on The Generalists show.“I get these things theoretically but how am I supposed to put them into practice on Monday morning?”So here are five ideas from that conversation with a question to ask yourself. Pick one question and sit with it today.1. The 10-Year ProblemThe Insight: Startups t
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