Two Dope Boys in a Navy jet. The Wingmen Show is a weekly podcast about challenges and opportunities in everyday life. Your hosts are two guys born in Harlem, New York previously unknown to each other. Separately, they became Navy pilots flying high performance jet aircraft on and off of aircraft carriers patrolling the world’s oceans. Their paths did not cross formally until they ended up flying for the same airline after their active-duty military service had ended. They have a wide range of experiences spanning the worlds of basketball and boxing. Drew’s father is Drew Bundini Brown, Muhammad Ali’s Wingman and coined the iconic phrase “Float Like A Butterfly Sting, Like A Bee". Martial Arts and Show Business are also areas of mutual interest. Drew has been featured nationally on television programs such as the Donahue Show and the Today Show. He has also appeared in hundreds of newspapers and magazines. Both are published authors as well as former Navy jet pilots and Commercial Airline Pilots; they retired after having flown the Boeing 777 airliner. The cultural mix of religions, immigrant parents and grandparents from Europe and the Caribbean gives them an uncommon perspective on racial matters. Melding the cultures of New York City, Pittsburgh, New Orleans, Memphis, the Caribbean and Atlanta has helped shape their worldview when combined with the life they have seen and experienced having flown extensively to countries throughout the world.They are wingmen to each other, providing advice, guidance and constructive criticism when needed. The goal of the show is to inspire and entertain those unafraid to expand their minds and perhaps learn something new in the hope that the listeners can become wingmen to others. Each one, teach one.

Wingmen Show
Claim This Podcastby Drew Brown and Paul Thompson
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Podcast Overview
Two Dope Boys in a Navy jet. The Wingmen Show is a weekly podcast about challenges and opportunities in everyday life. Your hosts are two guys born in Harlem, New York previously unknown to each other. Separately, they became Navy pilots flying high performance jet aircraft on and off of aircraft carriers patrolling the world’s oceans. Their paths did not cross formally until they ended up flying for the same airline after their active-duty military service had ended. They have a wide range of experiences spanning the worlds of basketball and boxing. Drew’s father is Drew Bundini Brown, Muhammad Ali’s Wingman and coined the iconic phrase “Float Like A Butterfly Sting, Like A Bee". Martial Arts and Show Business are also areas of mutual interest. Drew has been featured nationally on television programs such as the Donahue Show and the Today Show. He has also appeared in hundreds of newspapers and magazines. Both are published authors as well as former Navy jet pilots and Commercial Airline Pilots; they retired after having flown the Boeing 777 airliner. The cultural mix of religions, immigrant parents and grandparents from Europe and the Caribbean gives them an uncommon perspective on racial matters. Melding the cultures of New York City, Pittsburgh, New Orleans, Memphis, the Caribbean and Atlanta has helped shape their worldview when combined with the life they have seen and experienced having flown extensively to countries throughout the world.They are wingmen to each other, providing advice, guidance and constructive criticism when needed. The goal of the show is to inspire and entertain those unafraid to expand their minds and perhaps learn something new in the hope that the listeners can become wingmen to others. Each one, teach one.
Language
🇺🇲
Publishing Since
4/19/2021
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Recent Episodes

May 26, 2026
Discipline Always Beats Talent. Discipline Plus Talent Is Unstoppable
Sent us text! We would love to hear from you! In Episode 251, Commander Drew Brown and Dr. Paul Thompson take on one of the most misunderstood debates in performance culture: talent versus discipline. They make the case that while talent is a gift, discipline is the decision—and when you stack both together, you become truly unstoppable. Through vivid storytelling from Navy flight school, real-world examples of gifted pilots who washed out and steady grinders who became legends, and the...

May 19, 2026
Menopause, Hot Flashes & Hard Landings: The Midlife Flight Brief
Sent us text! We would love to hear from you! Episode 250 is a milestone — and Commander Drew and Dr. Paul mark it with a conversation that matters for everyone: the truth about midlife, hormonal change, and how to keep your body flying strong when your system gets a software update you didn’t ask for. The show opens with a no-excuses fitness brief on the five areas that protect your health through midlife: resistance training, balance, mobility, cardio, and mindfulness. Whether ...

May 5, 2026
The Wingmen of Virgin Voyages: A Transatlantic Journey
Sent us text! We would love to hear from you! Commander Drew Brown broadcasts live from the middle of the Atlantic Ocean aboard Virgin Voyages’ Scarlet Lady on a transatlantic crossing, while Dr. Paul holds down the fort on land. Together they explore what it really means to slow down, be present, and recognize the professionals quietly holding everything together around you — the real Wingmen of the operation. In Good News, the guys salute a historic public health mileston...
238 total episodes available
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Frequently asked questions
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- What is Wingmen Show?
- How often does this podcast release new episodes?
This podcast updates daily.
- Where can I listen to this podcast?
This podcast is available on 10 platforms including Apple Podcasts, Spotify, and more. You can also use the RSS feed directly.
- Does this podcast accept guests?
No, this podcast does not typically feature guests.
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