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.

What ‘Founder Mode’ Really Is

What Is Founder Mode? And How Can CEOs Use It? (updated for 2027)

What does this transition from startup founder to scale up CEO look like? The way I describe it to Highland members is this - you need to transition from working on all the details all the time, to working on the right details at the right time. There is a massive difference here. This means spending your time on two things: guardrails and checkpoints.

You did this… but can I get more?

This week I’m exploring how AI is changing the CEO’s job, and how to decide when to get in the weeds and when to get out of the way. Enjoy!

The PDP Leadership Framework: 3 Questions Every CEO Must Answer

I confused communication with clarity, and it cost me one of my best people. So I built a simple framework to fix it. It's called PDP: Purpose, Direction, Progress.

Test Your Leadership Skills With 3 Simple Questions@2x

Test Your Leadership Skills: A 3-minute PDP self-assessment

Most leaders think they're clear. Their teams usually disagree. This 3-minute test measures your leadership skills against the three questions every team needs answered, Purpose, Direction, and Progress, and includes a team exercise to expose exactly where the gaps are.

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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