S2 Ep18: The Advice You Give vs. The Life You Live - with CCO Jason Sperling

In this episode, Jen is joined by Jason Sperling, Chief Creative Officer at INNOCEAN and author of Creative Directions, to discuss the messy, often terrifying transition from being a "man-child" creative to a responsible leader. They explore the unique architecture of those wired for commercial creativity: the outliers who find themselves suddenly responsible for the careers of others while navigating their own imposter syndrome. Jason shares some of his most vulnerable "growth moments," from a high-stakes DEI mistake at Meta Reality Labs to the "periodic peril" of launching the iPad under Steve Jobs. We dive deep into why "candor is kindness" and how the hardest part of leadership is often managing the unrealistic expectations we set for ourselves versus the realistic ones we must set for our teams.