Ten Thousand Miles

Vic and JD share personal stories from their own careers, including moments when success suddenly turned into uncertainty. They explore why we attach so much of our identity to our jobs, why losing a role can feel like losing our value, and how to separate a temporary setback from the bigger story of who we are. They also dig into the realities of today’s job market, from AI-dr...

Everyone faces embarrassing moments when starting out, but these experiences often shape our future trajectory. This discussion focuses on reframing failure and finding the value in those awkward early career lessons. If you feel stuck comparing your beginning to someone else's middle, this perspective on professional growth will help you reset your expectations. We explore why...

Technology leadership requires more than just code. Learn how to balance serious decision-making with genuine joy. Sit down with Jason Tanaka, a fellow technologist and leader, as we break down the realities of managing technical teams. This conversation moves beyond standard management theory to focus on the human side of engineering management, exploring how we maintain authe...

David Karandish, founder and CEO of Capacity, returns to Ten Thousand Miles to unpack how his company rocketed from $5M to over $100M in annual recurring revenue in just three and a half years. David breaks down the three (soon to be four) big bets that built Capacity: automating customer support with AI, raising capital outside the traditional VC path, and running a "compound s...

CEO Interview - What does it really take to grow a company from $6 million to more than $100 million in revenue? Leadership... In this episode of Ten Thousand Miles, Vic Pepe sits down with Josh Gould - CEO of The Big Word, investor, and entrepreneur who has spent decades building and scaling businesses through recessions, wars, AI disruption, and private equity ownership. Jos...