How the Best Leaders Build Resilience

Resilience for Leaders: The #1 Predictor of Success (and how to build it)

We were dead in 30 days. Cash gone, term sheet walked away from, team quietly updating resumes. What saved us wasn't luck. It was resilience. Here are the 7 habits every leader needs to build it, drawn from 20 years of scaling companies through the hardest moments.

The Business Operating System That Replaced EOS and OKRs at My Company

I spent a decade scaling Classy to $100M+ and could never find a business operating system that actually worked. So I built one. It's called the Northstar OS.

Does your business model suck?

This week I'm sharing my cash machine story. Is your machine sucking cash or spitting cash? Enjoy!

What a Top CEO Actually Does

What a CEO Actually Does: 7 Essential Responsibilities

Most CEOs can't clearly define their role. After scaling Classy to $100M+, I identified the 7 core responsibilities that separate great CEOs from everyone else. This article is the blueprint.

Why I started Highland Academy & Society: A CEO Coaching Program for Founders & Leadership Teams

Why I Started Highland: A CEO Coaching Program for Founders (and their teams)

Highland is the CEO coaching program and community I founded in 2024. Here's the full story behind it, what it is, and who it's for.

Become a world-class CEO & operator

Highland is my leadership program and community for founders, CEOs and high-level operators. There’s a self-paced online version and a live version I teach personally.

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