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Your CEO Kit was the overview.
Academy is the whole operating system.

You've seen what the seven responsibilities are. Academy gives you the system to
actually run them. Every Kit, tool, and framework, open the moment you activate.

scott

A note from Highland's founder.

Seven years into building Classy, I was nearly fired as CEO. We had hundreds of employees and tens of millions in revenue, but I still wasn’t a great CEO.

I spent the next several years making the real transition from founder to CEO, documenting every lesson, mistake, and framework along the way. I didn’t just save my role. Our growth exploded and we set up for the acquisition by GoFundMe.

Accelerators get you from 0 to 1.
Highland gets you from 1 to 100.

That’s what Academy is. The full system, refined across hundreds of companies since, and sharpened by some of the best operators I know.

You have the overview. Now get everything in one additional click.

What opens when you start your free trial.

Your CEO Kit covers the seven responsibilities. Academy
gives you the implementation system for each one.

kit
Beyond Your Kit

20+ Kits

Every Kit your CEO Kit references but can't open yet. Meetings, goals, vision, compensation, culture, hiring, and more.

Operating System
Operating System

The full Northstar OS

The complete system used to scale Classy past $100M. Clarity, rhythm, and standards for companies from 5 to 500.

Tools
Tools

50+ Dashboards & Templates

Plug-and-play tools for goal setting, meetings, compensation, performance reviews, and financial planning.

AI Coaching
AI Coaching

A Custom GPT for every Kit

Each Kit includes a GPT trained on that framework. Your always-on coaching assistant for every responsibility.

Live Learning
Live Learning

Fireside Interviews

Deep, tactical interviews with operators who've scaled real companies across every function. New sessions monthly.

Reference
Reference

Open Framework Docs

The full Highland OS, publicly documented. Every framework spec, glossary, and reference in one place.

Elite CEO coaching, without the elite price.

Highland's coaching and frameworks are from operators that have scaled real companies to $100 million and beyond. Not from consultants that have never actually done the thing.

Elite CEO Coaching
$180,000/year
Top-Tier CEO Coaching
$120,000/year
Executive Coaching
$60,000/year
EOS Implementers
$36,000-$60,000/year
Highland Academy
$1,500/year

Elite-level coaching. Now accessible to any leader.

Who Academy is built for.

Ambitious CEOs and teams going from single-digit millions to $100M and beyond.

  • The founder who wants to develop into a world-class CEO
  • The CEO preparing for the next phase of growth
  • The CEO who wants more out of their leadership team
  • The executive leveling up themselves and their team
  • The manager who wants to understand what great looks like

What Academy members are saying.

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“Highland has been one of the most valuable investments I’ve made. Practical, easy to implement, and designed for busy operators. Since applying the frameworks, my team is more aligned and we’ve already seen real gains in revenue and profitability.”

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“Scot’s ability to boil down complex operational theories into simple strategies is a superpower. For the first time we’re going into the new year with all functions and regions fully aligned.

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“Highland isn’t just another program. It’s an investment in developing yourself as a leader who can confidently scale. The methodologies have already created tangible improvements in how we operate.”

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“In a few months, Highland has transformed how I lead. It has brought clarity to our mission, values, and goals, and aligned my team around concrete targets.”

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“The content has helped me dial in our operating rhythm and l’ve learned a ton from it. I wish this resource existed when I first started out.

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“The content has been critical for my team’s alignment. We now have a language and a system for operating that everyone understands from the leadership team all the way down.”

Get the rest of Scot's frameworks.

  • Comparable Coaching
    $60K-$180K/year
  • Highland Academy
    $1,999/year
    Your CEO Kit Credit
    -$99
  • Billed on day 7

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