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Growing Your Influence: What Ryan Leak's Chasing Failure Teaches Every Leader About Taking the Next Step
Leadership growth requires doing the thing you are most afraid to get wrong. In this episode of the Leadership That Shines Podcast, host Natalie Davis digs into one of the most honest leadership conversations you will have this week, built around the book Chasing Failure by Ryan Leak and what it reveals about the real reason leaders stay stuck.
This episode started taking shape during the Leah Johnson guest conversation, where Natalie began unpacking her own relationship with the fear of success, not the fear of failure itself, but the deeper, quieter fear of who you become and what changes when you actually arrive at the thing you have been working toward. That thread runs through every minute of this episode.
Ryan Leak's framework gives leaders a clear look at why failure is a teacher that success will never be, what the difference is between failing and quitting, and why the comfort zone is not a safe place, it is a comfortable prison.
In this episode you will learn:
- Why the fear of failure is rarely about failure itself and almost always about the shame and judgment of others watching you not succeed
- What safe problems are, how leaders create them, and why they feel real even when they are not
- The self-awareness question every leader needs to ask: what is it like to be led by me on a hard day, and why the honest answer will change how you show up
- How the three ABC hurdles, authority, budget, and comparison, are the most common reasons leaders talk themselves out of the next right step
- Why comparing your internal narrative to someone else's highlight reel is one of the most damaging leadership habits you can carry
- What fail cheap and fail fast means in practice and why it is one of the most strategic decisions a leader can make
- How the ultimate measure of leadership success has nothing to do with title, fame, or fortune
New episodes every Wednesday. Available on Apple Podcasts, Spotify, YouTube, and all major streaming platforms.
Connect with Leadership That Shines:
Website: leadershipthatshines.com
Email: [email protected]
Newsletter: The Flamingo Files on Substack and LinkedIn
Check out the Magical Mornings Journal
View all episodes
By Natalie DavisLeadership growth requires doing the thing you are most afraid to get wrong. In this episode of the Leadership That Shines Podcast, host Natalie Davis digs into one of the most honest leadership conversations you will have this week, built around the book Chasing Failure by Ryan Leak and what it reveals about the real reason leaders stay stuck.
This episode started taking shape during the Leah Johnson guest conversation, where Natalie began unpacking her own relationship with the fear of success, not the fear of failure itself, but the deeper, quieter fear of who you become and what changes when you actually arrive at the thing you have been working toward. That thread runs through every minute of this episode.
Ryan Leak's framework gives leaders a clear look at why failure is a teacher that success will never be, what the difference is between failing and quitting, and why the comfort zone is not a safe place, it is a comfortable prison.
In this episode you will learn:
- Why the fear of failure is rarely about failure itself and almost always about the shame and judgment of others watching you not succeed
- What safe problems are, how leaders create them, and why they feel real even when they are not
- The self-awareness question every leader needs to ask: what is it like to be led by me on a hard day, and why the honest answer will change how you show up
- How the three ABC hurdles, authority, budget, and comparison, are the most common reasons leaders talk themselves out of the next right step
- Why comparing your internal narrative to someone else's highlight reel is one of the most damaging leadership habits you can carry
- What fail cheap and fail fast means in practice and why it is one of the most strategic decisions a leader can make
- How the ultimate measure of leadership success has nothing to do with title, fame, or fortune
New episodes every Wednesday. Available on Apple Podcasts, Spotify, YouTube, and all major streaming platforms.
Connect with Leadership That Shines:
Website: leadershipthatshines.com
Email: [email protected]
Newsletter: The Flamingo Files on Substack and LinkedIn
Check out the Magical Mornings Journal