Entrepreneur Coaching
7 minutesWhat Is Leadership Coaching? And What It Isn’t
By Matteo Cassese. I help brilliant overthinkers lead. Leadership coaching is one to one…
7 minutesWhat a Strategic Narrative Is, and Why Your Company Doesn’t Have One
By Matteo Cassese. I coach founders and executives on the story underneath everything they…
8 minutesHow to Pitch to Investors: Fix the Story, Not the Deck
By Matteo Cassese. I coach founders on the story underneath the pitch. One of…
8 minutesImposter Syndrome Isn’t the Problem. Performing Is.
I’m Matteo Cassese. For most of my life I believed I was my performance,…
9 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…
13 minutesHow to Present to the Board of Directors and Get a Yes
By Matteo Cassese. I coach founders and executives, and two CEOs I prepared for…
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…










