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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Airport Pickups Are The Real Relationship Test — The Effort Is The Point

Apr 18 2026

Airport pickups are not really about transportation, they are about whether you treat a small inconvenience as a burden or as part of caring for someone you love. That is why one husband calling a 30-minute drive for his wife a massive inconvenience touched off a much bigger argument about marriage, effort, and whether love is supposed to be efficient.

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American Airlines Launched A New System To Keep Flights Staffed — Angry Senior Pilots Could Overthrow Their Union

Apr 18 2026

The new system American Airlines is using to connect pilots with flights at the last minute, and make sure flights are staffed, is fueling a revolt of its more senior cockpit crew. It means junior pilots get access to more high paying flights. With senior pilots furious that their union let this in the contract, it could tip the scales in efforts already underway by half the pilots to overthrow their union.

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American Airlines Denies United Merger Talks — But Leaves Room For Other Deals

Apr 17 2026

American Airlines says it is not in merger talks with United, but its carefully worded response does more than just shut down one specific rumor. By backing broader airline consolidation while ruling out a United deal, American appears to be drawing a line against the merger it cannot survive politically while leaving open the possibility of other combinations that might better fit both antitrust realities and the Trump administration’s dealmaking instincts.

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Spirit Airlines Is Asking The Trump Administration For A Taxpayer Bailout To Avoid Shutting Down

Apr 17 2026

Spirit Airlines is asking the Trump administration for a taxpayer bailout as the airline fights to avoid liquidation in its second bankruptcy in a year. The request is extraordinary not just because Spirit already took hundreds of millions in pandemic aid, but because there is no obvious legal path for the government to rescue a single failing airline without Congress — and if Spirit gets help, other struggling carriers will be lined up next.

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Room Service Used To Feel Luxurious — Now It Feels Like Uber Eats

Apr 17 2026

Room service used to be one of the clearest signs you were staying somewhere better than an Airbnb or a limited-service chain: hot coffee in a pot, breakfast on a cart, and food delivered with some sense of occasion. Now even premium hotels too often send up plastic containers in a paper bag, stripping away one of the last touches that made paying more actually feel worth it.

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