Tommy Obenchain
Why Chase Points, Miles, and Status?
Is This Our Stop?
The Future of Travel Is Arriving Faster Than You Think
Travel Works Better With Perspective
Free Wi Fi, Assigned Seats, and Jet Lag
The Most Underrated Hotel Perk
My Elite Status Strategy For 2026
Welcome to 2026
Planes, Portals, and a Pre-Thanksgiving Reset?
Coffee, Lounges, and the Odd Magic of Flying
When Travel Still Feels Brand New
Yahtzee
The US Gov Is (Almost) Re-Open and Delta Saves the Day
Shutdowns and Air Aunties
Upgrade Your Hotel Bookings
My Hotel Caught on Fire (Sort Of)
The World is Waiting
The Last Row of the Plane
Inside the New 3 Seat First Class Era
Fresh Look & Big Update (One of Two)
Podcast Episode 005
What Southwest’s Earnings Reveal (Also My Musings on Building a Business)
What Robert Isom’s Interview on CNBC This Morning Tells Us About Travel in 2025
Why I Still Book Flights the Old-Fashioned Way (Sometimes)
I Took the Cheapest Way into Manhattan. It Was... Pretty Great.
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