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Oliver Buchannon
Tommy Obenchain

Nov 9, 2025

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3 min read

Upgrade Your Hotel Bookings

And fasten your seatbelt because we're back👇🏼

Aug 31, 2025

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4 min read

My Hotel Caught on Fire (Sort Of)

Plus other travel adventures from this week👇🏼

Aug 24, 2025

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4 min read

The World is Waiting

Or why this blog is starting a subscribers-only travel agency👇🏼

Aug 17, 2025

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5 min read

The Last Row of the Plane

PLUS three big updates on the blog👇🏼

Jul 29, 2025

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6 min read

Inside the New 3 Seat First Class Era

First class isn’t dead. It’s just hiding behind elite status and 200k miles👇🏼

Jul 28, 2025

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3 min read

Fresh Look & Big Update (One of Two)

It is a great Monday for all of us (including you!) at TommyObenchain.com👇🏼

Jul 27, 2025

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2 min read

Podcast Episode 005

Q2 at the world's most successful airline👇🏼

Jul 25, 2025

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9 min read

What Southwest’s Earnings Reveal (Also My Musings on Building a Business)

It’s tough to differentiate by becoming like everyone else 👇🏼

Jul 24, 2025

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5 min read

What Robert Isom’s Interview on CNBC This Morning Tells Us About Travel in 2025

Hint: There’s never been a better time to go👇🏼

Jul 23, 2025

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5 min read

Why I Still Book Flights the Old-Fashioned Way (Sometimes)

Points, perks, and peace of mind—here’s when booking direct still makes sense👇🏼

Jul 22, 2025

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8 min read

I Took the Cheapest Way into Manhattan. It Was... Pretty Great.

After last time’s helicopter, this trip I tried the MTA.

Jul 21, 2025

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4 min read

Seats, Simplicity, and Southwest

Change is coming. My question is: at what cost?

Jul 20, 2025

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2 min read

Banking Right for Home

Newest podcast episode links in this post👇🏼

Jul 19, 2025

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4 min read

I❤️JFK

(Plus two new podcast episodes coming on Braniff👇🏼)

Jul 18, 2025

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3 min read

Is CLEAR Worth It?

Why my answer is “maybe yes”👇🏼

Jul 17, 2025

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3 min read

Chasing Lifetime Status (and a Free Stay at the Ritz-Carlton)

How my Bonvoy Brilliant card just paid for a $1,300 hotel room👇🏼

Jul 16, 2025

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6 min read

The World of Hyatt Credit Card: Quietly One of the Best

Why I still carry it👇🏼

Jul 15, 2025

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4 min read

Something New at CLT (And That’s Saying Something)

American’s "Provisions" concept isn’t groundbreaking — but it’s a positive step👇🏼

Jul 14, 2025

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4 min read

787 Fuel Control Switch

What's at the center of the AI171 crash investigation?

Jul 13, 2025

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2 min read

AI Fares & Credit Cards

With a lot in between👇🏼

Jul 13, 2025

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2 min read

JSX & Booking Business Class

(Podcast episode 2 just dropped👇🏼)

Jul 11, 2025

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5 min read

Delta is Using AI To Price Your Ticket

That’s not the problem👇🏼

Jul 10, 2025

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6 min read

Dallas' Delayed Airlines

Why my hometown carriers are statistically late👇🏼

Jul 9, 2025

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5 min read

Southwest Basic Fares

A surprisingly good deal for A-List flyers?👇🏼

Jul 8, 2025

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4 min read

Update: Turkish’s Million-Mile Promo Has Been Pulled Early

Semi-shocking but unsurprising👇🏼

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Travel like a VIP in 10 min a week.