
Episode 191: From Firewalls to Fairways: Career Reinvention, Leadership & Golf Tech | Ryan Drumheller, Founder of Dogleg Digital
What happens when the career you’ve worked hard to build leads you toward an entirely different future? In this episode of Next In Time, we welcome Ryan Drumheller, IT executive, author, and cofounder of Dogleg Digital, to explore a nontraditional journey through technology, leadership, and entrepreneurship. Raised in a small Michigan town, Ryan began college at 29, earned more than 170 professional certifications, and went on to lead technology organizations across multiple industries. His journey also brought toxic workplaces, closed doors, painful setbacks, and difficult lessons about leadership and personal recovery. Ryan shares the experiences behind his memoir, From Firewalls to Fairways, which uses a round of golf to explore the decisions, obstacles, and recovery shots that shape a career. We examine lifelong learning, navigating difficult work environments, and finding a new direction when an established path no longer fits. We also explore Dogleg Digital, the connected technology platform Ryan is building to bring golfers, courses, instructors, vendors, creators, brands, and other industry professionals closer together. The conversation considers opportunities in golf technology, what businesses need from technology partners, and why listening, collaboration, and fair partnerships matter. For anyone starting later, reconsidering their career, or building something from hard-earned experience, Ryan’s story offers a perspective on resilience, reinvention, and taking the next shot. You can connect with Ryan through these platforms: Website: https://doglegdigital.com/ LinkedIn: https://www.linkedin.com/in/ryan-drumheller/





