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 Woman Detained By Border Agents—What Happens When You Don’t Look Like Your Old Passport Photo

Feb 08 2026

A woman crossing the U.S. border from Mexico was detained by Customs and Border Protection after facial recognition software repeatedly failed to match her current appearance to her passport photo taken 10 years earlier. Officers claimed her eyes looked “more open” in her old picture, leaving her locked in a secure room and repeatedly questioned before finally being allowed to leave without explanation.

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American Agent Fixed a 204,000-Mile Award Mistake In 3 minutes — Why “Hang Up, Call Back” Cuts Through Airline Failures

american plane
Feb 08 2026

An American Airlines agent fixed a 204,000-mile AAdvantage award pricing mistake for a reader in just 3 minutes—a problem Twitter support said couldn’t be solved. The solution? Simply hanging up, calling back, and getting a different agent, a powerful tactic that reliably cuts through airline red tape and bureaucratic dead-ends.

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