286. From Baggage Handler to Private Jet President: Stephanie Chung on High-Performance Leadership

286. From Baggage Handler to Private Jet President: Stephanie Chung on High-Performance Leadership

Author: Julian Hayes II August 22, 2025 Duration: 1:06:11

From starting as a baggage handler at Boston Logan Airport to becoming the first African-American to lead a major private aviation company, Stephanie Chung has redefined what’s possible in leadership.

In this episode, she shares how to build high-performance teams, lead people who aren’t like you, and thrive in elite industries like private aviation.

We cover Stephanie’s incredible career journey, her book Ally Leadership, and her philosophy on empowering teams to win without the leader always wearing the “superhero cape.”

You’ll hear how she navigated industries that were not always diverse, the mindset shifts after surviving cancer, and how she balanced an intense career with family life.

Whether you’re an executive, entrepreneur, or aspiring leader, this conversation is packed with insights on leadership, adaptability, and building teams that can perform at the highest level.

— Episode Chapter Big Ideas (timing may not be exact) —

0:00 – Intro

1:14 – Growing up on Air Force bases and falling in love with aviation

3:08 – Adapting as the “professional new kid” and learning people skills early

4:31 – Why private aviation is aspirational and the type of clients it serves

7:17 – Confidence, upbringing, and avoiding imposter syndrome

9:51 – Early client relationships and lessons from their inner circle

12:49 – Defining and developing a trailblazer mindset

15:12 – Becoming President of JetSuite and leading in the first 90 days

20:06 – How to shift a company from commodity to luxury

24:55 – Interviewing for fit: her favorite dinner party question

27:33 – The inspiration and purpose behind Ally Leadership

33:13 – “In-group vs. out-group” and rewiring your brain as a leader

36:21 – Increasing diversity and earning the title of ally

41:37 – Avoiding performative diversity and keeping it simple

48:53 – Why leaders should step into unfamiliar environments

49:01 – Leadership in the distraction era and empowering teams

54:39 – How breast cancer changed her leadership style

59:25 – Building complementary, high-performance teams

59:49 – Balancing career success with family commitments

1:04:06 – Why she loves living in Dallas

1:05:53 – Where to connect with Stephanie Chung

— Key Quotes from Stephanie Chung — 

“Your job as a leader is to expand your in-group, make the unfamiliar familiar, and challenge yourself to grow.”

“Stop building teams that look like you. Build teams where every position is played by the best person for that role.”

“Leadership today means taking off the superhero cape and letting your team lead themselves—with you giving guidance and guardrails.”

— Connect With Stephanie Chung —

Website: https://stephaniechung.com/ 

Instagram: https://www.instagram.com/TheStephanieChung/ 

Facebook: https://www.facebook.com/TheStephanieChung/ 

TikTok: https://www.tiktok.com/@thestephaniechung 

LinkedIn: https://www.linkedin.com/in/TheStephanieChung/ 

— Connect with Julian and Executive Health —

LinkedIn — https://www.linkedin.com/in/julianhayesii/

Ready to take your health, leadership, and performance to the next level? Book a complimentary private executive health diagnostic call with Julian Hayes II. Link below. https://calendly.com/julian-exechealth/chemistry

Website — https://www.executivehealth.io/

***DISCLAIMER: The information shared is not meant to treat or diagnose any condition. This is for educational, informational, and entertainment purposes. The content here is not intended to replace your relationship with your doctor and/or medical practitioner.


There's a common, unspoken trade-off many leaders feel pressured to make: sacrificing personal health and vitality for professional success. Executive Health and Life exists because that's a false choice. Hosted by Julian Hayes II, this conversation dismantles the idea that high performance requires burnout, weaving together practical wisdom on leadership, strategic business thinking, physical health, and creating a life designed for longevity. Each episode features candid discussions with top performers from various fields, who share not just their career strategies, but the very real routines and mindsets that allow them to sustain their impact without compromising their well-being. You'll hear specific, actionable insights on integrating fitness, nutrition, and mental resilience into a demanding schedule, all framed within the context of ambitious career goals. This isn't about abstract theory; it's about building a comprehensive, personal framework for thriving in every sense. Tune in for a refreshingly honest take on what it truly means to win at the highest levels, for the long haul. The Executive Health and Life podcast provides a necessary roadmap for any leader or aspiring executive looking to elevate their game while fiercely protecting their most important asset-themselves.
Author: Language: en-us Episodes: 100

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