Welcome to Highland Academy
Scale your business without losing your sanity
Highland Academy is a school for founders and high-level operators.
It shows you how to grow with clarity and control, instead of stress and guesswork. Built by operators, for operators.
👉 $1,500 for full access
Start today with a risk-free 7-day free trial.
Full refund if you don’t love it.
What’s inside Highland Academy
Over $22,500 in value, available for $1,500. You’ll get 20+ masterclasses, 50+ tools, and the complete Northstar framework that turns chaos into momentum.
The Northstar Operating System
The complete system I used to scale Classy to $100M+. Learn how to create clarity, build rhythm, and scale without chaos.
20 Masterclass Trainings
Step-by-step videos on every core system: goal setting, dashboards, meetings, compensation, and offsites.
Dashboards & Templates Library
Plug-and-play dashboards, review templates, bonus calculators, financial planning tools, and more.
Guides & Playbooks
Written breakdowns with examples, pitfalls to avoid, and rollout timelines you can follow.
Implementation Roadmap
A clear sequence to install the system in your company, tailored to team size and stage.
1 Year of Access + New Monthly Masterclasses
A new masterclass drops every month so the library grows with you.
Why most companies stall out
Companies rarely implode overnight. They stall quietly, held back by a few silent killers:
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Confusing priorities scatter focus
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Meetings drain energy instead of driving action
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Leaders get dragged into every decision
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Weak accountability lets things slip
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Culture fades as headcount grows
Left unchecked, these killers burn out founders and stall growth.
Highland Academy fixes them with one simple system for clarity, rhythm, and alignment. Start your 7-day trial and see how it feels to scale without chaos.
“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.”
What you’ll be able to do with Highland Academy
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1
Set clear goals across every team
Everyone knows what matters this week, this quarter, and this year.
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2
Run a simple operating rhythm that scales
Weekly, monthly, and quarterly cadences that keep your company in sync without unnecessary meetings.
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3
Align dashboards, reviews, and comp
The metrics, incentives, and reviews all reinforce the same outcomes so performance runs itself.
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4
Retain and grow top talent
High performers crave clarity and coaching. This system makes every 1:1, review, and offsite a tool to keep them motivated.
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5
Scale without drowning in meetings
Less status reporting. Less firefighting. More time leading with intention.
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6
Turn chaos into momentum
Execution compounds. Decisions get faster. Growth feels sustainable.
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7
Buy back your time as a founder
Stop being the bottleneck. Lead at the right altitude while the company runs underneath you.
Who is this for?
Highland Academy is built for leaders who are scaling fast and need a system that works in the real world.
It’s for you if you are:
- A Founder or CEO who is tired of winging it and wants a repeatable way to scale
- A COO or Head of Ops who needs structure without killing startup speed
- An Executive or Leadership team that needs alignment across departments
- Any Founder-led team crossing 10, 25, or 50 people and hitting management pain for the first time
If you are scaling and don’t want to lose your team or your sanity, this is for you.
“The content has helped me dial in our operating rhythm and I’ve learned a ton from it. I wish this resource existed when I first started out!”
Alexander Olesen
CEO, Buckstop
“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.”
Josh Smith
Managing Director, Me&U
“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.”
Akshay Krishnaiah
CEO, Beem
“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.”
Santhosh Cherian
CEO, Medtrics
…and many more.
Snapshot: The Northstar Operating System
It gives your company the structural clarity and operating rhythm to grow from 5 to 500 people without drowning in meetings or decisions.
This is the same system we used to take Classy from a pub crawl idea to $100M+, and the same one hundreds of founders now use to scale through Highland.
A note from Scot
I started Classy as a pub crawl and scaled it to 350 employees and a $100M+ exit. Along the way, I made every mistake: too many meetings, unclear goals, and teams waiting on me for every decision.
I built the Northstar Operating System to fix that. It gave us clarity, alignment, and momentum, and it worked.
Now I coach other founders through Highland. I have seen hundreds of CEOs and leaders apply this same system to scale their companies without drowning in chaos.
Highland Academy distills 20 years of building and leading, plus years of coaching founders, into one proven playbook.
Trusted by top founders around the world
