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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Comments

  1. The dating scene needs a shakeup. As a high class man seeking a woman, I’ve gone on 20 first dates and had 0 girlfriends in the last 7 years. I managed to go on 6 dates with one woman who chose another guy. I went on 3 dates with a woman 5 years older than me (ugh) and STILL rejected me despite her repeated claims of wanting kids. Good luck with that at age 37! (She is now engaged to some guy age 24, can you believe it.)

    I’ve spent over $1,000 on Hinge roses and Bumble premium features. I’ve taken women to $400 omakase. No success whatsoever and by the way I’m a very high income, highly educated, high class white collar professional in Manhattan. I’m just not George Clooney.

  2. He really should have taken either Tiffany Gomas or Sierra Mist. These are the internet’s two most visible flyer ladies– and I’m sure both of them would do just about anything to get more attention.

  3. @High class professional, may I suggest looking in east Asia or Southeast Asia. That is what I did.

  4. @High class professional, may I suggest looking for a hot Colombian woman. There are plenty living in the Jackson Heights area of Queens and also in south Florida. Met mine in Texas 34 years ago and I am still with the same one! BTW, do you know what the definition of an Alpha Male is? A guy who does not marry, or has not married, a high maintenance woman no matter how hot she is!

  5. jns, I’d strongly prefer an American woman. My romantic fantasy is cruising down California Route 1 at golden hour in a convertible with the top down, wind in our faces. At dusk, we’d pull into an oceanfront turnout, eat our picnic of hot dogs and salt-and-vinegar kettle chips, and reminisce about life growing up in the USA. Nickelodeon? Disney Channel? These cultural motifs are unknown to women who grew up outside the US.

  6. @High class professional
    As a woman its all too obvious from your comments why these women keep rejecting you. I’m sorry to say its your attitude towards women that is putting them off. Respect seems to be missing.

  7. I noticed there’s only one secret to winning a mature, thinking woman’s heart, of any nationality: listen to them earnestly.

  8. I am a low class man, and I get all the women.
    My bumble is basic, and I treat her to all you can eat shrimp at red lobster, and spend $50 on roses.

    However I dont call myself a low class man, maybe thats my secret

  9. @High class professional….I agree with the people who said you need to change your attitude. I hate, hate hate it when people tell me how class they are and how important their best friends are, and how much they talk about how high class they are. Think you are looking for the wrong princess on a horse.

  10. @Texan@heart: I know who Tiffany Gomas is (“That man is not real!”), but the only Sierra Mist I can find anything about online is the now-defunct brand of soda

  11. @Joshua K
    Sierra Mist was a flight attendant on one of the regionals that posted “secrets” to flying. Gary was infatuated with her for a while posting her videos (but in his defense he did make fun of her).

  12. @JoshuaK… Sierra Mist was a flight attendant that posted ridiculous tips about how to get upgraded. But her other claim to fame is her OnlyFans, where she used to post videos of herself having “relations” with various flight crews.

    Tiffany didn’t exactly say that “man” is not real. She used a more gender-neutral expletive that began with “mother.”

  13. Whenever I think about the combination of a Date that involves Jet Travel, I just can’t get that scene from Pretty Woman out of my head, where Richard Gere flies Julia Roberts to the Opera in San Francisco on a G5 (technically the GV). Great show, even cooler Jet.

  14. @Joshua K
    Sierra Mist the drink is now Starry.
    Don’t ask me why. They rebranded as Mist Twist for a while then changed it back. And now this.

  15. Nice story. I found a girl in Japan, but I had been there for years, and it was almost fifty years ago. I think it’s going to last…

  16. @Richard and @JoshuaK: The unofficial story of why Sierra Mist changed its name to Starry: Pepsico sent the flight attendant/OnlyFans celebrity a cease and desist letter when they found out she was using the name. She did a search and found out that Pepsico never bothered to register the service mark. So she registered it herself and tried to get money from Pepsico. That’s when they changed the name of the drink to Starry.

    I admit that I’ve spent WAY too much time learning about these internet attention-seekers. But it’s much less depressing than reading about how airlines and hotels continue to charge more and deliver less,

  17. @Texan@heart

    Having just learned about the “celebrity” I wondered if it might be something like that. Thanks for the info.

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