In this episode, we speak with Stephen Regenold, a seasoned journalist and entrepreneur with over 15 years of experience in building and scaling media companies. Stephen shares his journey from starting his career as a writer for The New York Times to founding GearJunkie, a leading media company in the outdoor gear and adventure space. He reflects on the challenges and rewards of transitioning from journalism to entrepreneurship, scaling a business, and eventually selling GearJunkie. Stephen also offers insights on how digital media has evolved, from early content strategies to the rise of affiliate commerce, and the role of AI in shaping the future of media. His stories provide valuable lessons on authenticity, business growth, and the dynamic relationship between content and commerce in the digital landscape. Tune in to hear how Stephen's passion for outdoor adventure fueled his success in both journalism and business.