For leaders, there’s no avoiding failure; it just comes with the territory. However, how leaders respond when things don’t go as planned—how they lead through failure—is absolutely critical. This month, we are going to focus on ways that leaders can lead through failure and turn potential disappointment into powerful lessons for growth and renewal. In this episode, GLN President and CEO, David Ashcraft, shares stories of times when things did not go as planned, and how he has learned to “fail well” over time.
SUMMARY
For leaders, there’s no avoiding failure; it just comes with the territory. However, how leaders respond when things don’t go as planned—how they lead through failure—is absolutely critical. This month, we are going to focus on ways that leaders can lead through failure and turn potential disappointment into powerful lessons for growth and renewal. In this episode, GLN President and CEO, David Ashcraft, shares stories of times when things did not go as planned, and how he has learned to “fail well” over time.
IN THIS EPISODE:
- When is a time that David had a project or idea that he was passionate about, but that did not turn out the way he wanted?
 
- How can you move through discouragement over the results to a posture of learning?
 
- Does David see himself as a perfectionist?
 
- How can you build a culture of candor in a team?
 
- If you tend to be a people pleaser, what can you do to start receiving feedback more productively?
 
- If you’re going to experiment, be aware of how bad the consequences could be, and calculate accordingly.
 
LISTEN
Apple Podcasts | Spotify | YouTube
STANDOUTS AND TAKEAWAYS
- Perspective is very important to determine whether or not something is actually a failure.
 
- Try new things but try them wisely.
 
- The desire for success can help mitigate the desire to please others.
 
- Address shortcomings and “gaps” with truth and grace, not suspicion or doubt.
 
- “Failure is not the enemy, inaction is” (Carrie Lohrenz).
 
LINKS MENTIONED
- Website: Leader365 and Team365
 
- Website: Global Leadership Summit 2025
 
- Website: Global Leadership Network
 
Related
Ep 189: Jon Acuff on Overcoming Procrastination
What keeps you from accomplishing your goals? Jon Acuff is passionate about answering that question and helping people to become the best versions of themselves.
Ep 188: David Ashcraft on How to Create, Steer and Correct Culture
The good news is that leaders have a strong influence on organizational culture, and in this episode GLN President and CEO David Ashcraft shares what he has learned about why culture matters and a few ways that leaders can begin to establish, maintain or correct their own team cultures.
Ep 187: Gabriel Salguero on Bridge-Building Leadership
Gabriel Salguero is a pastor and the founder and CEO of the National Latino Evangelical Coalition. Recently he sat down with GLN President and CEO David Ashcraft, and together they had a vital and honest conversation about how leaders can learn to build bridges with those they lead.
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.

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