Highland Society Membership
A private society helping founders master the CEO role while scaling with the Northstar OS
Highland Society Membership is a private community designed for founders who are serious about scaling their companies with intention and clarity. It combines structured learning, peer support, and proven systems to help CEOs navigate growth from early scale to $100M+. The focus is on building both a great business and a sustainable leadership approach.
Inside the community, members gain access to a proprietary operating system, live masterclasses, and ongoing mentorship. The experience is highly interactive, with fireside chats, office hours, and in-person events designed to deepen connection and accelerate learning. Every element is built to help founders move faster, think sharper, and lead with confidence.
Outcomes
- Scale toward $100M+ revenue
- Build sustainable leadership habits
- Master a proven operating system
- Strengthen CEO decision-making
What's included?
Live Masterclasses
Join interactive sessions covering leadership, growth strategy, and execution, led by Scot Chisholm and experienced operators sharing real-world insights you can immediately apply.
On-Demand Training
Access 50+ hours of structured content designed to help you scale effectively, with lessons you can revisit anytime as your company evolves.
Playbooks & Templates
Use battle-tested frameworks, templates, and systems to simplify decision-making, improve execution, and implement best practices across your business.
Dashboards
Leverage curated dashboards to track key metrics, gain visibility into performance, and make faster, more confident strategic decisions.
Private Slack Community
Engage daily with a vetted network of ambitious founders to exchange ideas, get feedback, and build meaningful relationships in a trusted space.
CEO Coaching
Receive direct coaching and guidance from Scot Chisholm and expert operators to help you navigate challenges and accelerate your growth as a leader.
Live Events & Retreats
Attend exclusive in-person events and retreats designed to deepen connections, spark new ideas, and create unforgettable shared experiences.
Who is this for?
- Growth-stage startup founders
- CEOs scaling toward $10M–$100M+
- Leaders seeking sustainable success
About the creator
Scot Chisholm
Founder of Classy (acq. by GoFundMe) • Founder & Chief Professor of Highland Academy • Operator & Investor
I'm Scot, a multi-time founder, investor, and industrial engineer. I built Classy from a pub crawl fundraiser into a SaaS platform used by over 10,000 nonprofits, scaled it to $100M in revenue and 250 people, and eventually sold it to GoFundMe in 202...