Think you’re booking travel the smart way? Think again. In this episode, I sit down with The Points Guy Brian Kelly—the travel insider who’s helped millions make smarter decisions every time they book a trip. Brian shares the secrets airlines don’t want you to know, including how to make your points go farther, the biggest booking mistakes frequent travelers make, and the travel hacks that will save you time, money, and stress. Whether you’re a road warrior or simply want to travel smarter, this episode will change the way you travel.
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If you’re letting your points sit in your account year over year, you’re losing value. Share on XShow Notes
- Brian’s very first lesson in how to win at travel at age 12 (1:57)
- How Brian scaled a side hustle into a multimillion-dollar travel media empire by blending storytelling, strategy, and authenticity. (3:52)
- Scaling a personal brand (7:13)
- How purpose and community fueled The Points Guy’s growth (9:45)
- How to use credit cards strategically to earn transferable points and turn everyday spending into free travel. (11:32)
- Why it’s a smarter move to get a credit card that’s not tied to a specific airline (14:09)
- The credit cards that The Points Guy recommends (15:12)
- The #1 mistake that people make when it comes to travel (16:59)
- The tools you should be using to book your flights (21:12)
- Why the “book your flight on Tuesday” rule is a myth and when you should be booking your flights. (24:50)
- The credit card travel perks that actually matter (28:53)
- What you should do when travel plans fall apart (32:02)
- Why you should always be kind to your gate agent (36:32)
- What’s the future of airline loyalty programs? (39:49)
Resources / People Mentioned
- The Points Guy
- How to Win at Travel by Brian Kelly
- Google Flights
- Point.me
- Seats.aero
- Thrifty Traveler
- Appointment Scanner
- Bose QuietComfort headphones
- PeaceJam
- Kailash Satyarthi
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- Living Boldly and Authentically with Peloton’s Cody Rigsby
Thanks for checking out Game Changers with Molly Fletcher. Be sure to subscribe on Apple Podcasts or your favorite podcast app and leave a rating or review.





