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The Steve Harvey Morning Show

Overcoming the Odds: She rose from baggage handler to become President of JetSuite and Chief Growth Officer at Wheels Up.

The Steve Harvey Morning Show

iHeartPodcasts

Society & Culture, Comedy

4.52.2K Ratings

🗓️ 19 May 2026

⏱️ 31 minutes

🧾️ Download transcript

Summary

Listen and subscribe to Money Making Conversations on iHeartRadioApple PodcastsSpotify, www.moneymakingconversations.com/subscribe/ or wherever you listen to podcasts. New Money Making Conversations episodes drop daily.  I want to alert you, so you don’t miss out on expert analysis and insider perspectives from my guests who provide tips that can help you uplift the community, improve your financial planning, motivation, or advice on how to be a successful entrepreneur.  Keep winning!

Two-time Emmy and Three-time NAACP Image Award-winning, television Executive Producer Rushion McDonald interviewed Stephanie Chung. 

A trailblazer in private aviation and author of Ally Leadership: How to Lead People Who Are Not Like You.

✈️ Key Topics Discussed 1. Stephanie Chung’s Career Journey

  • Started as a baggage handler.
  • Rose to become President of JetSuite and Chief Growth Officer at Wheels Up.
  • One of the few African American women to lead in private aviation.

2. Understanding Private Aviation

  • Private jets offer flexibility and convenience—you fly on your schedule.
  • Access to 5,000+ airports vs. 500 for commercial airlines.
  • Used not just by celebrities, but also high-net-worth individuals and for humanitarian missions.

3. Ally Leadership Philosophy

  • Today’s workforce includes six generations, diverse ethnicities, genders, neurodiversity, and LGBTQ+ individuals.
  • Leadership must evolve to meet people where they are.
  • The book emphasizes inclusive leadership beyond race and gender.

4. Leadership Lessons

  • Importance of human connection and empathy.
  • Knowing your team beyond their job titles—understanding their lives and motivations.
  • Listening is as important as speaking.

5. Generational Differences in the Workplace

  • Millennials and Gen Z value work-life balance and flexibility.
  • Older generations often driven by fear of being replaced or missing opportunities.
  • Leaders must bridge these gaps with understanding and adaptability.

6. The Role of Fear

  • Fear can hinder growth, especially in older generations.
  • Fear of technology, being replaced, or taking time off.
  • Good leadership helps alleviate fear and fosters collaboration.

💬 Memorable Quotes

  • “You don’t have to be a celebrity to fly private. Most people who do, you’ve never heard of.”
  • “Ally leadership is not just about race or gender—it’s about everyone.”
  • “If it’s a problem with millennials, we raised them. Look in the mirror.”
  • “The differentiator isn’t just your product—it’s the human connection.”
  • “Decisions are made by people who look left, right, and forward—never behind. Stay in their line of sight.”

#STRAW

#BEST

#SHMS

Support the show: https://www.steveharveyfm.com/

See omnystudio.com/listener for privacy information.

Transcript

Click on a timestamp to play from that location

0:00.0

This is an IHeart podcast.

0:02.6

Guaranteed Human.

0:04.3

Welcome to my show.

0:05.6

I'm Rishon McDonnell, the host of Money Making Conversations Masterclass, where we encourage

0:09.8

people to stop reading other people's success stories and start planning your own.

0:14.1

Now, you don't want to miss an episode, so please take a moment right now to follow or

0:18.2

subscribe to Money Making Conversations Masterclass.

0:21.4

It's free.

0:27.0

You can follow me on IHeartRadio app, Spotify, Apple Podcasts, or wherever you listen to your podcast. New Money Making Conversation Masterclass episodes drop daily. I want to keep you on alert

0:32.9

because my guests provide tips on how you can uplift your community, improve your

0:37.0

financial planning, motivation, or advice on how you can uplift your community, improve your financial planning,

0:38.2

motivation, or advice on how to be a successful entrepreneur. Now, let's get this podcast started.

0:44.1

My guest is the author of Ally Leadership, How to Lead People Who Are Not Like You. Here's a little

0:49.6

background on her. She's the first African American president of a private aviation company and has more than

0:55.5

35 years of travel experience, which she began as a baggage handler. This led her to top executive

1:01.8

roles as president of Jet Suite and chief growth officer at Wheels Up. Please welcome to

1:07.8

Money Making Conversations Masterclass, Stephanie Chung. Thank you for having me, Roshan. Okay, the name of your book, tell us how you came over in the book. Let's dive deep into this book. It's a brilliant read. It's about leadership. When you hear that word, how to lead people who are not like you, being into African-American, one would immediately go to race.

1:29.3

And this is not what this book is about.

1:31.1

This book is about communications.

1:32.6

That's right.

1:33.4

Thank you.

1:34.4

Thank you, thank you, sir.

...

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