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Essays and reflections on business, confidence, storytelling, and the messy human side of leadership. Where business strategy meets human psyche — and a bit of myth.
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9 minutes02025: Matteo’s Radically Honest Review
A much shorter yearly review. The 12th of my life. With what I learned, no fluff. You can find previous reviews here: 02014, 02015, 02016,…
Latest thoughts
8 minutesHow to Gain Confidence at Work Without Performing It
By Matteo Cassese. I coached executives and founders, consulted for unicorns like Netflix, and…
10 minutesFounder Burnout: What It Actually Feels Like From the Inside
By Matteo Cassese. I coach founders and executives, and I burned my own business…
10 minutesStorytelling: How CEOs Win Over a Board of Directors
Nobody wakes up hoping to have their mind changed. I say it to every…
10 minutesCan You Trust AI Agents? My Six-Law Constitution
For six months, a program I built has had full access to my Gmail.…
12 minutesThe AI Mindset That Separates Founders Who Thrive from Founders Who Burn Out
In this video I look at what AI is doing to our mindset. Not…
14 minutesAgentic Fever: Master Yourself Before Your Agents
Agentic fever is the AI burnout hitting founders hardest. What it is, how we…
15 minutesThe Hero’s Journey in Business
Introduction: Why Story Structure Matters in Business Storytelling, and in particular business storytelling, is…
14 minutesFrom MalAIse to RenAIssance: Stop Hustling and Start Thinking
This post is based on a talk I delivered at Freelance Unlocked in Berlin.…
21 minutes02024: Matteo’s Radically Honest Review
Welcome to my 11th radically honest yearly review. You can find previous reviews here:…
7 minutesThe Katamari Principle or the Problem with Problem-Solving
“The moment to solve a problem is when it is observed.” It sounds stoic.…
6 minutesChaos, Craft, and Carmy: Live like “The Bear”
Picture this: You’re watching a show that makes you want to look away, yet…
4 minutesFrom Influencing to Connecting: A New Social Era Begins
There is something very fishy about the current influencer-based social media. It promotes superficial,…
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