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April 29, 2025

Ep 171: Stephanie Chung on Leading People Who Are Not Like You

Contributor
Whitney Putnam
Whitney Putnam
Vice President of Marketing
|
Global Leadership Network
Jason Jaggard
Jason Jaggard
Coach, Speaker, Author and Founder
|
Novus Global
Stephanie Chung
Stephanie Chung
Chief Growth Officer
|
Wheels Up

Stephanie Chung spent her career in the aviation industry, rising from being a baggage handler to eventually making history as the first African American and second female president of a major private aviation company. During that rise, she was a top sales executive, generating $1B in revenue annually. Stephanie is now a highly sought-after speaker, and her most recent book, <i>Ally Leadership: How to Lead People Who Are Not Like You</i>, was released in 2024. In this conversation with GLN President and CEO David Ashcraft, Stephanie shares about her leadership journey, and how all leaders of all kinds can learn to be allies of the individuals on their teams.

SUMMARY

Stephanie Chung spent her career in the aviation industry, rising from being a baggage handler to eventually making history as the first African American and second female president of a major private aviation company. During that rise, she was a top sales executive, generating $1B in revenue annually. Stephanie is now a highly sought-after speaker, and her most recent book, Ally Leadership: How to Lead People Who Are Not Like You, was released in 2024. In this conversation with GLN President and CEO David Ashcraft, Stephanie shares about her leadership journey, and how all leaders of all kinds can learn to be allies of the individuals on their teams.

IN THIS EPISODE

00:00 Introduction.

03:30 People who have left a legacy in Stephanie’s life.

06:15 How she got started in the aviation field, and how she moved into leadership positions.

15:30 How did Stephanie’s experience in sales prepare her for executive leadership?

18:00 Discussing Stephanie’s transition from sales into executive leadership.

21:00 How can leaders navigate the tension between wanting people in the office and trusting them to get the job done?

26:15 Stephanie’s experience with working in diverse teams, and what inspired her to write her latest book.

30:30 How aware was Stephanie that she was “the first” African American president of a private aviation company?

34:00 Diving deeper into the content of Stephanie’s book.

40:30 An example from the book of how Stephanie had to meet someone where they were at, and how it impacted her leadership.

46:50 Comments and Takeaways.

LISTEN

Apple Podcasts | Spotify | YouTube

STANDOUTS AND TAKEAWAYS

  • There are always two sides to every story.

  • The job is the job, and the mission must be completed.

  • A team represents the leader just as much as the leader represents the team. Everybody wins (or loses) together.

  • As a leader, set the mission and vision and make it clear, but then step back and let the team do what they do.

  • Being in the office does not automatically equate to being engaged. At the end of the day, it’s just about getting the job done.

  • When you have people at the table with different upbringings, communication styles, perspectives, races, genders, age, etc., you have an opportunity to have the best of the best and can achieve greater positive outcomes.

  • Part of learning to effectively lead those who are not like you is just making leadership easier.

  • Allowing your voice to be heard is about being a role model and inspiration for those will follow you.

  • There are simple, unavoidable facts about current demographics in the United States, including:
      • We have six generations (ages 16-17) currently in the workforce
      • Women make up the majority of the population
      • Every single ethnic group is growing, while the non-ethnic group is shrinking
      • We have increasing amounts of neuro-diverse individuals who are working

  • As leaders, it’s our job to set the company up to win by getting different people to the table and leading them effectively.

  • It’s a new world, and becoming a great leader today means leading those who are not like you, and the best way to do that is to meet people where they are.

  • Leading is hard enough; if we can just truly learn to see everybody as God’s creation—and treated them as such—it would actually make our jobs easier.

LINKS MENTIONED

Communication
,
Collaboration
,
Team Building
,
October 28, 2025

Ep 190 - New Communication Tools for the Digital Era, with Erica Dhawan

Today, we listen in on a conversation between David Ashcraft and digital body language expert Erica Dhawan. Together they explore how communication has changed, particularly over the past 5 years, and what leaders can do right now to communicate effectively with their teams to maximize collaboration and effectiveness.

Leading Others
Influence
,
Conflict Management
,
Culture
,
October 7, 2025

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.

Leading Others
Leading Organizations
Communication
,
Collaboration
,
Influence
,
September 30, 2025

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.

Leading Organizations
Leading Others

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