In this episode of the Going Big Podcast, Kevin Gentry sits down with Gary Leff, founder of the renowned travel blog View from the Wing and a globally recognized travel expert. Gary shares his inspiring journey of transforming a personal passion for frequent flyer programs and travel into a blog that reaches millions of readers worldwide.

He delves into the art of maximizing points and miles to create unforgettable travel experiences, from securing once-in-a-lifetime upgrades to helping loved ones overcome travel barriers. Gary’s stories showcase the profound ways travel opens doors—not just for personal exploration but for connecting with those who matter most. Beyond his remarkable anecdotes, Gary offers practical advice for travelers at all levels.

Learn how to navigate loyalty programs, choose the best airlines and hotels, and plan trips that deliver maximum value and enjoyment. Gary also reflects on the lessons he's learned along the way, emphasizing the importance of pursuing passions and making the most of every opportunity.

Whether you're a seasoned traveler or looking to embark on your next adventure, this episode is filled with actionable insights and heartfelt inspiration to help you "go big" in your own travel journey and beyond.