Bob Lord has built his career helping companies navigate moments of profound change — from early automation on factory floors to digital transformation across media, technology, and marketing.

Bob joins the podcast to talk about how past technology shifts reshaped entire industries, why removing mundane work is often what unlocks the most human value and why today’s AI moment feels familiar. He shares lessons from leading transformations at Razorfish, AOL, and IBM, and explains what it takes to drive change inside organizations at massive scale.

Jordan and Bob discuss his family's tradition of welcoming in new members with a triathalon, why an agency client once told him she'd fire him if he opened a local office near their headquarters, how transformation only happens when "ideas get into the machine" and leaders "give hope for the future while painting reality," and what drew him back into the industry and his current role as President of Horizon Media.

Mike Romoff has built a career at the crossroads of community, technology, and commercial leadership — from early roles in ad tech and publishing to senior positions at LinkedIn and now Reddit, where he serves as Chief Revenue Officer. Known for his eclectic style and systems-driven mind, Mike has made a career out of bringing order to complexity.

Mike joins the podcast to talk about his spirituality, a recent meeting with the Dalai Lama, and how raising a neurodiverse child reshaped his understanding of success, compassion and purpose. He and Jordan discuss the power of Reddit, why authenticity thrives in anonymity, and how the platform sits at the center of today’s AI revolution. They also discuss individuality in leadership and how to stay grounded: in work, in community, and in the moments that matter most.

Janet Balis has spent her career at the intersection of media, marketing, and transformation — from Time Warner and AOL to Martha Stewart Living, EY, and now BCG. A connector of people and ideas, she has helped shape how companies adapt to disruption, and how leaders think about influence, innovation, and purpose.

Janet joins the podcast to talk about how AI mirrors the early days of digital, and why asking the right questions is more important than having the answers. She also opens up about friendship, resilience, and her long-running commitment to Cycle for Survival, the charity founded by her late friend Jennifer Goodman Linn.

Jordan and Janet discuss what separates great leaders from merely good ones, the joy of constant reinvention, and how to stay connected — to ideas, to people, and to yourself — no matter what comes next.