Prepare For Takeoff: From Jamaica to the Cockpit with Captain Leighton Jamieson episode artwork

EPISODE · Jan 14, 2026 · 51 MIN

Prepare For Takeoff: From Jamaica to the Cockpit with Captain Leighton Jamieson

from Prepare For Takeoff · host Terry L. Cyrus

In this inspiring conversation, Captain Leighton Jamieson shares his journey from a small rural community in Jamaica and migrating to New York City at an early age to becoming a successful airline pilot with JetBlue Airways. He reflects on the profound impact of being invited into the cockpit on his flight to America, a moment that helped spark his dream of flying. Captain Jamieson speaks candidly about the lack of representation in aviation and the urgent need for more Black pilots. He explains how seeing people who look like you can reshape what young people believe is possible. Captain Jamieson discusses the financial and systemic barriers many aspiring aviators face, especially people of color. He highlights organizations like the OBAP - Organization of Black Aerospace Professionals, which works to increase minority participation in aviation and aerospace through mentorship, scholarships, training, youth outreach and career development programs. He reinforces the importance of community, visibility, and paying it forward. His message is clear and empowering. Representation matters, access matters and with the proper support, discipline and belief, the next generation can rise and Prepare For Takeoff.00:00 - Introduction to Captain Leighton Jamison00:52 - Journey from Jamaica to the Cockpit02:59 - Military Influence on Aviation Career05:34 - Pathways to Becoming a Pilot08:19 - The Importance of Seniority in Aviation10:52 - First Officer to Captain: The Journey13:14 - Life as a Pilot: Challenges and Rewards15:31 - Navigating the Airline Industry18:00 - The Economics of Being a Pilot20:18 - Hurdles in Aviation for Minorities22:43 - Financial Barriers in Aviation Training25:44 - The Importance of Military Experience28:16 - Navigating the Training Landscape31:10 - Preparing for a Career in Aviation36:22 - The Role of Representation in Aviation39:30 - Networking and Mentorship in Aviation42:26 - The Challenge of Landing44:27 - The Precision of Autopilot Landings47:25 - Inspiring the Next Generation of Pilots48:04 - The Importance of Preparation and Positivity49:16 - Key Takeaways for Aspiring Pilots51:18 - Prepare For Takeoff ClosingThe future of business is yours to shape. Sign up for a free Shopify trial by clicking our Prepare For Takeoff affiliate link ⁠⁠⁠⁠⁠https://shopify.pxf.io/55LGnj⁠⁠.Start recording like a pro with Riverside, click our Prepare For Takeoff affiliate link ⁠⁠⁠⁠⁠https://riverside.sjv.io/jeVZYP⁠⁠⁠⁠⁠ to get started.

In this inspiring conversation, Captain Leighton Jamieson shares his journey from a small rural community in Jamaica and migrating to New York City at an early age to becoming a successful airline pilot with JetBlue Airways. He reflects on the profound impact of being invited into the cockpit on his flight to America, a moment that helped spark his dream of flying. Captain Jamieson speaks candidly about the lack of representation in aviation and the urgent need for more Black pilots. He explains how seeing people who look like you can reshape what young people believe is possible. Captain Jamieson discusses the financial and systemic barriers many aspiring aviators face, especially people of color. He highlights organizations like the OBAP - Organization of Black Aerospace Professionals, which works to increase minority participation in aviation and aerospace through mentorship, scholarships, training, youth outreach and career development programs. He reinforces the importance of community, visibility, and paying it forward. His message is clear and empowering. Representation matters, access matters and with the proper support, discipline and belief, the next generation can rise and Prepare For Takeoff.00:00 - Introduction to Captain Leighton Jamison00:52 - Journey from Jamaica to the Cockpit02:59 - Military Influence on Aviation Career05:34 - Pathways to Becoming a Pilot08:19 - The Importance of Seniority in Aviation10:52 - First Officer to Captain: The Journey13:14 - Life as a Pilot: Challenges and Rewards15:31 - Navigating the Airline Industry18:00 - The Economics of Being a Pilot20:18 - Hurdles in Aviation for Minorities22:43 - Financial Barriers in Aviation Training25:44 - The Importance of Military Experience28:16 - Navigating the Training Landscape31:10 - Preparing for a Career in Aviation36:22 - The Role of Representation in Aviation39:30 - Networking and Mentorship in Aviation42:26 - The Challenge of Landing44:27 - The Precision of Autopilot Landings47:25 - Inspiring the Next Generation of Pilots48:04 - The Importance of Preparation and Positivity49:16 - Key Takeaways for Aspiring Pilots51:18 - Prepare For Takeoff ClosingThe future of business is yours to shape. Sign up for a free Shopify trial by clicking our Prepare For Takeoff affiliate link ⁠⁠⁠⁠⁠https://shopify.pxf.io/55LGnj⁠⁠.Start recording like a pro with Riverside, click our Prepare For Takeoff affiliate link ⁠⁠⁠⁠⁠https://riverside.sjv.io/jeVZYP⁠⁠⁠⁠⁠ to get started.

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Prepare For Takeoff: From Jamaica to the Cockpit with Captain Leighton Jamieson

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This episode was published on January 14, 2026.

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In this inspiring conversation, Captain Leighton Jamieson shares his journey from a small rural community in Jamaica and migrating to New York City at an early age to becoming a successful airline pilot with JetBlue Airways. He reflects on the...

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