02:02 Transitioning from Individual Contributor to Leader
03:14 The Importance of Mentorship
04:44 Understanding Failure and Success
05:58 Risk & Nimbleness: Large Enterprises vs Startups
07:54 Fear of Failure and Ostracization
08:41 The Importance of Trust and Teamwork
09:09 The Value of Networking and Building Relationships
10:06 Jonathan's Experience with Improv
12:16 Embracing Vulnerability and Trying New Things
13:15 Fear of Peer Judgment
14:57 Taboo Topics in Engineering
16:16 Creating a Fail-Safe Environment
18:29 Building Trust and Treating People Well
19:36 Book Recommendations for Leadership
20:33 Navigating Performance Improvement Plans
24:49 Navigating a Layoff

In the latest episode of Cupalo Conversations, host Lauren Hannon with engineering leader Jonathan Leftwich embrace the hairy/scary topic of failure and its indispensable role in achieving success.

Drawing from his diverse experiences in professional powerlifting, stand-up comedy, and transitioning into engineering leadership roles, Jonathan emphasizes the pivotal lesson: one must be willing to fail in order to ultimately succeed.

You're human. You're going to make mistakes. Put the ego aside and learn from the mistake. Learn from those around you. And move on to bigger and better things.

This is important both within the context of work and without. Jonathan advocates for a mindset that welcomes vulnerability and is unafraid of looking foolish in pursuit of progress. This is often achieved by trusting in one's tribe. Jonathan emphasizes the significance of surrounding oneself with a supportive community that encourages resilience and offers assistance during setbacks.

This episode of Cupalo Conversations serves as an inspiring reminder of the transformative power of failure. By reframing failure as an essential stepping stone towards success, listeners are encouraged to adopt a mindset of resilience, accountability, and unwavering trust in their journey towards personal and professional fulfillment.


Connect with Lauren Hannon
Sign up for "Cupalo Newsletter" (Lauren's email newsletter): https://cupalo.substack.com/
Follow Lauren on LinkedIn: https://www.linkedin.com/in/hannonlauren/
Check out Cupalo's website: https://cupalo.io/

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