From BMX tracks to the Iditarod trail, and from Yale Law to global justice reform, Matt Garretson’s life is a masterclass in resilience, curiosity, and purpose-driven innovation. In this episode, Jeff Bloomfield sits down with Matt to explore how his unique blend of risk-taking, compassion, and intellectual rigor led him to reshape the legal services sector, build businesses that impact thousands, and embark on extreme adventures that test the limits of human endurance. Whether it’s resolving billion-dollar settlements, pioneering AI in the legal industry, or pedaling 1,000 miles across frozen Alaska, Matt’s story is proof that the best results come from observing, engaging, adapting, and persevering.

His daily formula:  “My guiding mantra each day was that I must be methodical about observing (all data re terrain, weather, gear, etc.), engaging (with the underlying assumptions derived from those observations), adapting (because everything changes constantly when executing in an unpredictable/uncontrolled environment), persevering (having faith/confidence that i have the body, mind and spirit to accomplish the daily goals if i stay methodical about this loop). I broke each day into hour segments meaning for instance i didnt plan for 60 miles or 15 hours each day….i just needed to make it for instance from 9 AM to 10AM…then i can make it to 11 and if I made it to 11 then certainly 12 was possible etc. 18 days later I was in Nome!!!”