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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“Two Pilots Are Deadheading” — Why Alaska Bumped Paid First Class Customer to Coach on 8-Hour Flight

Feb 01 2026

Alaska Airlines sold a customer a paid first class seat for an 8-hour Liberia–Seattle flight — then called them to the podium at boarding and bumped them to coach because two pilots were deadheading. Pilot contracts can require premium cabin seats, and Alaska’s language is unusually aggressive about it compared to how United, Delta, and American handle “pilots over passengers.”

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American’s New App Says Everything Is “Green” — Even When Your Flight Is Canceled

Feb 01 2026

American’s new color-coded banners are supposed to make irregular ops easier to understand—red for canceled, green for self-service rebooking. But after back-to-back cancellations on my trip, both the app and website stayed stubbornly “green” while the flight that would actually get me to my destination was canceled. Weather isn’t the airline’s fault; confusing customers with a UI that won’t turn red is.

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American CEO on Flight Attendants Sleeping on Airport Floors — “It Comes With the Business” After 9,000 Cancellations

Feb 01 2026

American canceled more than 9,000 flights during winter storm Fern — and as the operation unraveled, flight attendants wound up sleeping in airports, stuck on hold with scheduling, and waiting hours for hotels and transport. In a post-earnings employee meeting, CEO Robert Isom called it “unacceptable” — then brushed it off as something that “comes with the kind of business we run.”

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Former Pro Baseball Player Slams Passenger Breaching Atlanta TSA Checkpoint — New Video Shows the Takedown

Feb 01 2026

Newly released video shows a man charging through the main TSA checkpoint at Atlanta’s airport, knocking people down and injuring three screeners as officers yell “Breach!” and “Everybody freeze!” A former professional baseball player in the line grabs him and slams him to the floor — and when the man tries to surge forward again, he’s subdued and hauled off in a wheelchair, later charged with interfering with security measures and simple battery.

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Citi Is Surveying a $150 AAdvantage Business Card Refresh — Loyalty Points for Two People, Plus a Flight-Streak Bonus

Jan 31 2026

Citi is surveying a refresh of the American AAdvantage small business card that looks meaningfully better than what’s sold today — even with a higher annual fee. The two hooks: authorized-user spend would earn Loyalty Points too, and the card would add a simple flight-based bonus (4 qualifying flights = 4,000 Loyalty Points, up to 12,000 a year), with credits used to sell the higher fee.

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Leaked Employee Meeting: American Airlines Will Expand Free Wi-Fi to All Widebodies — Lounges and Food Partnerships Next

Jan 31 2026

American’s free Wi-Fi rollout is about to go from “most planes” to the long-haul fleet too. In a leaked recording from an employee meeting after earnings, the airline says it has free Wi-Fi on 90%+ of aircraft now and plans to add it to the remaining widebodies over the next 12–24 months — while also teeing up more lounge announcements and new food and beverage partnerships.

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Inside American’s Post-Earnings Employee Meeting — United Is the “Common Enemy,” Chicago Is the Existential Fight

Jan 31 2026

American has been spending real money on “premium” — new suites, new lounges, better champagne, better policies — but the company has lacked anything resembling a mission that connects it all. In a leaked recording from a post-earnings employee meeting, that finally changes: leadership frames Chicago as an existential fight with United, and ties winning the market directly to loyalty and credit card economics, and that easily extends to the need for a premium service culture.

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United Airlines Is Going Dark for 2–3 Hours Next Week — Flights Are Already Pre-Canceled

Jan 31 2026

United is planning a controlled overnight cutover next week that will take its key systems offline for roughly 2–3 hours — and it has already pre-canceled most departures during the window. While flights already in the air will keep moving, everything that depends on the reservation stack effectively freezes: schedules, booking, retrieving reservations, ticketing, cancellations/refunds, and check-in via United.com, the app, kiosks, call centers, and agency channels.

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