Revisited: The Beautiful Brilliance of Boredo...

Team Simon here! We’re revisiting some of our favorite episodes from 2025. But we'll be back in just two weeks with brand-new episodes of A Bit of Optimism on January 27, 2026. We think you’re going to love them!Today, we’re going back to January of last year when Dr. Becky Kenne ...  Show more

Happy New Year from Team Simon! We’re so excited to bring you more new episodes of A Bit of Optimism when we return on January 27, 2026. With your support, we’ll make 2026 an incredible year together. In the meantime, we’re revisiting some of our favorite episodes from last year. ...  Show more

In this powerful Saturday Mashup, we tackle one of the most common struggles—burnout. This episode brings together an incredible lineup of guests, including Sebastian Maniscalco, Rob Dyrdek, Alan Stein Jr., Inky Johnson, and more. Together, we dive deep into the symptoms of burno ...  Show more

In this high-energy episode, Sean Whalen joins me to deliver an unfiltered deep dive into success, failure, and the mindset needed to win in business, fitness, and life. We discuss the dangers of ego-driven decisions, the power of taking massive risks, and why ...

In this episode, we dive deep into the journey of Keven Undergaro, the visionary founder of After Buzz TV, and explore the intersections of failure, success, and the courage to pursue one's dreams against all odds. 

From facing the fear of failure head-on to pioneer ...

Ryan Holiday unpacks the subtle and not-so-subtle messages life sends us—and what happens when we ignore them. From mismatched tattoos and injured ankles, Ryan reflects on the lessons he’s learned about preparation, awareness, and humility. Using examples ranging from personal mi ...  Show more