The Chase Jarvis Live Show

Hey friends, Chase here. Today, I want to talk about something we all face at some point—the moment when what once felt like a dream becomes a trap. It’s a tough place to be, but if we can recognize it early, we can turn it into an opportunity for growth and reinvention. When Success Becomes Stifling Back in 2010, I co-founded CreativeLive with a simple but ambitious idea: to give the world access to free, world-class creative education. We started small, but over time, we grew to serve tens of millions of people and raised more than $60 million from top-tier investors like Richard Branson, Reid Hoffman, and Google Ventures. At first, my unconventional background as a creator—not an MBA—was celebrated. I brought a personal brand and a community along for the ride, and it seemed like a competitive advantage. But eventually, the pressure to conform crept in. The same people who once admired my unique approach began questioning it. The Subtle Drift Away from Purpose What started as small adjustments in how I ope