Built by Operators. Focused on Outcomes.

Highland was founded to bridge the gap between digital ambition and real-world execution. We bring a technology playbook to brands ready to scale smarter.

We take a practical, outcomes-first approach to every engagement.

Whether modernizing the customer journey, building product infrastructure, or navigating vendor selection, we partner with you to deliver lasting results.

A Partner to Unlock Your Tech Vision.

Our founder, Jeff Grayson, is a former Chief Digital and Technology Officer with deep experience in health & fitness, hospitality, and franchise organizations.

He’s built high-performing teams, launched platforms used by millions, and partnered with boards and private equity firms to drive value creation for Orangetheory, SoulCycle, IKON Pass, Equinox, Windstar Cruises, Woodhouse Spas and Sola Salons.

We bring real-world operator experience to tech execution.

Led by former executives, devs, and data engineers from brands like Orangetheory, SoulCycle, Equinox, and IKON Pass, we know what it takes to deliver results in high-touch, high-growth environments.