Entrepreneur Coaching
8 minutesImposter Syndrome Isn’t the Problem. Performing Is.
I’m Matteo Cassese. For most of my life I believed I was my performance,…
8 minutesIs Business Coaching Worth It? An Honest Answer From Someone Who Sells It
I’m Matteo Cassese. I coach founders, and I would rather you not coach with…
7 minutesWhat Does a Business Coach Actually Do? (An Honest Answer)
By Matteo Cassese. I’ve coached founders and executives since 2019, after fifteen years of…
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…
9 minutes02025: Matteo’s Radically Honest Review
A much shorter yearly review. The 12th of my life. With what I learned,…
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.…










