Blog
Discover the meaning
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.
Start here
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
7 minutesWhat Is Leadership Coaching? And What It Isn’t
By Matteo Cassese. I help brilliant overthinkers lead. Leadership coaching is one to one…
9 minutesPosting Content Isn’t a Thought Leadership Strategy
By Matteo Cassese. I coach founders and executives on the story their business depends…
7 minutesStorytelling for Leaders: The Skill Most Executives Think They Have
By Matteo Cassese. I coach founders and executives on the story their business depends…
9 minutesChange Communication: Nobody Wants to Be Changed
By Matteo Cassese. I coach founders and executives on the story their business depends…
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…
Turn ideas into action
Matteo works with founders and entrepreneurs who are ready to move from overthinking to clarity.
Business Coaching for Entrepreneurs
How to stop overthinking and start doing what feels right? Discover Matteos’ approach.
Communication Coaching for Founders
Strategic narrative, pitch clarity, persuasion. Turn communication into a growth channel.
Join the chaos, discover yourself.
Discover what drives you and how you’re standing in your own way. Short notes on entrepreneurship, confidence, and being yourself.
By signing up, you’ll receive unfiltered strategies that challenge traditional business wisdom.
Someone less talented than you is growing faster & charging more.
The 3-minute Founder Assessment shows you exactly what kind of founder you are, the blind spot that’s costing you revenue, and one clear move to make first.