How do you react when you fail? Have you ever wished that you could learn more quickly from your failures and move on? In this episode, GLS Executive Producer Lori Hermann sits down with CEO, executive coach and best-selling author Ryan Leak to hear how he learned more from his failures than he ever did from his successes. In their conversation, they discuss his documentary, “Chasing Failure,” and how failure became the best teacher throughout his life.
IN THIS EPISODE
- What was the story behind Ryan’s documentary, “Chasing Failure”?
- How was the experience of chasing failure different from planning the documentary?
- How did he end up working with the Dallas Mavericks?
- What does Ryan really like to teach on?
- What legacy would Ryan like to leave?
- From his perspective, what is the biggest challenge that leaders are currently facing?
- Overall, what has chasing failure taught Ryan?
LISTEN
Apple Podcasts | Spotify | YouTube
STANDOUTS AND TAKEAWAYS
- Failures can help people more than any kind of success.
- People admire perfection from a distance, but they cannot relate to it, so it’s important for leaders to reveal what’s behind the scenes.
- Getting things wrong is just a part of the journey, so keep putting yourself out there: keep posting, keep, leading, keep trying new things.
- If you make what you’re doing always about others, it takes the pressure off.
- It’s difficult to lead effectively, and to keep growing, when your marriage isn’t well.
- Ask every person that serves you, “Is there anything going on in your life that I could pray for?”
- Don’t take change personally. Everyone is going through it.
- Though leading through change is difficult, it’s actually more challenging to follow through change. Leaders can help their organizations by being empathetic to what “front-line” employees are going through as change happens.
- Organizations respond positively when they believe that their strategic leaders are available to them.
- During seasons of change, try to not make decisions in a vacuum.
- As a leader, cultivate trust through an atmosphere of caring. Then, even if someone does not agree with a decision, they are more likely to support the decision.
LINKS MENTIONED
- Website: Ryan’s Website
- Website: “Chasing Failure” (YouTube)
- Website: Team365
- Website: Global Leadership Summit 2025
- Website: Global Leadership Network
FOLLOW US
Instagram | Facebook | LinkedIn | X |
SPONSOR
- This episode is sponsored by ECFA Leadership Standard.
Related
Ep 193: Reflection and Celebration (with David Ashcraft)
In this episode, GLN VP of Marketing and Communication Whitney Putnam sat down with President and CEO David Ashcraft to get his thoughts on reflection and celebration.
Ep 192: Creating Spaces Where Productivity, Creativity and Well-being Soar (with Bradley Rapier)
Bradley is an award-winning, Emmy-nominated choreographer with over three decades of experience in dance, production and leading teams and talent from Hollywood to Broadway. Whether dance and choreography is your thing or not, what Bradley teaches in this conversation with GLN President and CEO David Ashcraft is what happens when people feel engaged and connected, and how we as leaders can facilitate that engagement.
Ep 191: Leadership and Rest with David Ashcraft
We invite you to listen in as GLN President and CEO David Ashcraft shares what he has learned about the importance of rest in a leader’s life.
Leadership That Lasts
Team365 isn’t just a platform. It’s a commitment to grow, lead and live with purpose — every single day. Whether you’re here for content, community or clarity, you’re in the right place. Your leadership matters. Let’s keep going.
