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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A Hotel Owner Entered A Woman’s Room At 3 A.M. — The Brand Is Still Taking Him Back

Oct 08 2025

A Colorado hotel once affiliated with Holiday Inn is rejoining IHG even though its owner previously pled guilty to trespass and disorderly conduct after police said he entered a female guest’s room at 3 a.m. The case—and the brand’s decision to take the property back—raises uncomfortable questions about how far hotel chains will go to protect their reputations when an owner’s conduct crosses the line.

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Alaska Airlines VP Boasts Top Elites Get Upgraded 60% Of The Time — And Takes Shot At Delta

Oct 08 2025

Alaska Airlines’ vice president of loyalty, alliances, and sales pulled no punches in a Reddit AMA — touting a 60% upgrade rate for top elites and taking a subtle shot at Delta over the LATAM partnership. He also revealed plans for multi-factor logins, fixes for phantom awards, and even recognition for frequent-flying pets.

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