About Gary Leff

Gary Leff is one of the foremost experts in the field of miles, points, and frequent business travel - a topic he has covered since 2002. Co-founder of frequent flyer community InsideFlyer.com, emcee of the Freddie Awards, and named one of the "World's Top Travel Experts" by Conde' Nast Traveler (2010-Present) Gary has been a guest on most major news media, profiled in several top print publications, and published broadly on the topic of consumer loyalty. More About Gary »

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American Airlines COO Claims Tech Worked During Meltdown, Denies Flight Attendants Slept In Airports—His CEO Disagrees

plane on snowy tarmac
Feb 04 2026

American Airlines Chief Operating Officer David Seymour insists the airline’s technology performed effectively during last week’s severe storm, despite canceling nearly 10,000 flights. Seymour also denied widespread reports—including from his own CEO—that flight attendants were forced to sleep in airports.

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Southwest’s 2022 Holiday Meltdown Wasn’t Their First — They’re Still Fighting Insurance Over the 2016 $77 Million IT Failure

Feb 04 2026

Southwest Airlines’ infamous 2022 holiday meltdown, costing nearly $1 billion, wasn’t an isolated disaster—it echoed their costly 2016 IT failure, which triggered $77 million in losses. Ten years later, they’re still fighting in court to recover insurance payments, showing that failing IT can cost airlines dearly for years after the immediate chaos ends.

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United Buys Spirit’s Final Two Chicago Gates For $30 Million—Escalates Fight To Push Out American Airlines

Feb 04 2026

United Airlines will purchase the last two Spirit Airlines Chicago O’Hare gates for $30 million, significantly escalating its strategic battle to push American Airlines out of the critical hub. With both airlines locked in an intense fight and billions in loyalty revenue at stake, United’s aggressive move sharply raises the pressure on American as the two carriers are in a pitched battle at the airport.

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Speculation Swirls Over American Airlines CEO Robert Isom’s Future—Headquarters Chatter Hits Fever Pitch Over ‘Who’s Next?’

Feb 04 2026

Speculation about American Airlines CEO Robert Isom’s future has reached fever pitch at the airline’s headquarters, distracting employees as rumors swirl about possible replacements. With unions demanding change and recent operational failures shaking confidence, the conversation inside American Airlines isn’t about whether Isom will go—but who might be next in the top seat.

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Jeffrey Epstein Used Hyatt’s “Friends & Family” Discount Rate — And Earned Full Points [Roundup]

Feb 03 2026

News and notes from around the interweb: Jeffrey Epstein stayed on friends and family rates at Hyatt. In fairness, Hyatt’s Friends & Family rate is often is a very good deal and it earns full points and stay credit. Mildly interesting – Epstein stayed on friends/family rates at Hyatt byu/dogemaster00 inhyatt We all have hobbies. A Moroccan man climbs onto the roof of a Vueling A320 at Valencia Airport after gaining access to the airport and using the aircraft stairs to get to the top of the fuselage. Three civil guards convinced the man to come down approximately 10 minutes later. A day before the… pic.twitter.com/ELghVQup7m — Breaking Aviation News & Videos (@aviationbrk) February 1, 2026 The Trump administration still enforces antitrust, even in aviation. This is relevant as we think about JetBlue, Spirit and…

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