In this special 10th-anniversary episode, guest host Mark Adams turns the microphone toward the founders of Trailhead Technology Partners — Jonathan “J.” Tower, John Waters, and Josh Eastburn — for a candid conversation about a decade of building great software and a great company.
The four partners look back at how Trailhead began — with a shared vision for a consultancy built on purpose, craftsmanship, and long-term client partnerships — and how that vision has evolved through global growth and technological change. They discuss what’s changed and what hasn’t over that time, and how the Trailhead Process and Trailhead Framework help deliver consistent client results regardless. They also cover how trust, collaboration, and curiosity have been the company’s real differentiators.
The episode closes with a look ahead at AI, quantum computing, and the ever-human side of technology, as the founders toast to the next 10 years of innovation, partnership, and growth.
Guest Bio: Jonathan “J.” Tower, John Waters, and Josh Eastburn are the founding partners of Trailhead Technology Partners, a global software consultancy specializing in .NET and modern cloud solutions. Together, they’ve spent decades designing, building, and leading software projects across industries from healthcare to public transit, and have grown Trailhead into a distributed team spanning multiple continents.
Mark Adams, Partner at Trailhead and host for this episode, leads many of the firm’s strategic client engagements and product initiatives.
