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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  1. Why is he a bum? She is the one who is thinking of mustering enough courage one day to start collecting Hilton points for the stay. Everything else that happens during the stay is ancillary.;)

  2. Have him sign up and earn the points and then use points for a free room (hopefully for you). Better, fantasize and do not have an affair in the first place…although I know that truth is stranger than fiction…so do not feel any moral judgment from me….

  3. I would call that “Frequent Sleeper” or, um, well, something else, but not “Frequent Flyer.” (Did I really say that?)

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