EPISODE · Jun 29, 2026 · 41 MIN
E95 Travel, Freedom & Finding Your Next Adventure with Jelani Millard
from The Yes Show! · host Christine Trippi
Hospitality leaders spend their careers creating memorable experiences for others, but when was the last time they experienced hospitality for themselves?In this inspiring episode of The YES Show, I sit down with world traveler, entrepreneur, hotel owner, and host of the Pay Me In Plane Tickets podcast, Jelani Millard.From South Africa to Iceland, from spreadsheets to surf lessons, this conversation is packed with wisdom about leadership, intentional living, travel, and saying YES to a bigger life.In This Episode You'll Learn:🍍 Why hospitality leaders need to become guests again🍍 How travel creates better leaders, better businesses, and better experiences🍍 The mindset shift that helped Jelani move from finance into entrepreneurship🍍 Why being a "tourist in your own city" may be exactly what you needKey Takeaways:✅ Experience hospitality, don't just manage it✅ Travel expands perspective and inspires innovation✅ Intentional adventures create memorable years✅ Freedom comes from building something that can thrive without youAction Items:📍Plan one mini-adventure this quarter, even if it's local.📍Use your associate discount or book a staycation and experience hospitality as a guest.📍Create Jelani's daily framework:Something to doSomeone to loveSomething to look forward toConnect with Jelani:📍LinkedIn Profile -https://www.linkedin.com/in/jelani-m-8935a973/📍Website - Paymeinplanetickets.com📍selahbeachcabins.comConnect with Christine:📍Website - https://www.thewisepineapple.com/📍LinkedIn Profile - https://www.linkedin.com/in/christine-trippi-56105311📍Instagram - https://www.instagram.com/the_wise_pineapple/📍YouTube - https://www.youtube.com/channel/UCU7LZGz1ZsveweIvpCIkrfQ/📍Join our FREE Facebook Group of Hoteliers - https://www.facebook.com/share/g/wDiuSA1RbSGqqtJH/📍Join the Crown Society - https://www.thewisepapple.com/crown
What this episode covers
Hospitality leaders spend their careers creating memorable experiences for others, but when was the last time they experienced hospitality for themselves?In this inspiring episode of The YES Show, I sit down with world traveler, entrepreneur, hotel owner, and host of the Pay Me In Plane Tickets podcast, Jelani Millard.From South Africa to Iceland, from spreadsheets to surf lessons, this conversation is packed with wisdom about leadership, intentional living, travel, and saying YES to a bigger life.In This Episode You'll Learn:🍍 Why hospitality leaders need to become guests again🍍 How travel creates better leaders, better businesses, and better experiences🍍 The mindset shift that helped Jelani move from finance into entrepreneurship🍍 Why being a "tourist in your own city" may be exactly what you needKey Takeaways:✅ Experience hospitality, don't just manage it✅ Travel expands perspective and inspires innovation✅ Intentional adventures create memorable years✅ Freedom comes from building something that can thrive without youAction Items:📍Plan one mini-adventure this quarter, even if it's local.📍Use your associate discount or book a staycation and experience hospitality as a guest.📍Create Jelani's daily framework:Something to doSomeone to loveSomething to look forward toConnect with Jelani:📍LinkedIn Profile -https://www.linkedin.com/in/jelani-m-8935a973/📍Website - Paymeinplanetickets.com📍selahbeachcabins.comConnect with Christine:📍Website - https://www.thewisepineapple.com/📍LinkedIn Profile - https://www.linkedin.com/in/christine-trippi-56105311📍Instagram - https://www.instagram.com/the_wise_pineapple/📍YouTube - https://www.youtube.com/channel/UCU7LZGz1ZsveweIvpCIkrfQ/📍Join our FREE Facebook Group of Hoteliers - https://www.facebook.com/share/g/wDiuSA1RbSGqqtJH/📍Join the Crown Society - https://www.thewisepapple.com/crown
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E95 Travel, Freedom & Finding Your Next Adventure with Jelani Millard
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