The Native Society Members: Alexa Winner And David T. Libertson, Profiles In Courage (And Exclusivity)

by Ross Kenneth Urken · February 2, 2011

    Late last year, we met Native Society Founder Oliver Estreich and picked his brain about the super exclusive, preppy social network. Now we're taking a biopsy from the coterie and revealing some of the members for you.

    Today we have, for your viewing pleasure, Alexa Winner and David T. Libertson.


    The two filled out our questionnaires_

    All responses are their own, even when they choose to write in the third person.


    Native Society Member #1: Alexa Jaye Winner

    Age: 22

    College: Parsons the New School for Design

    High School: The Francis W. Parker School

    Home neighborhood growing up: Lincoln Park (Chicago)

    Current neighborhood of residence: Nolita

    Summer house: Yes, A boat! Even better.

    tNS since?: It's something you're born into...n'est [sic] pas?

    [Alexa Winner at Milk Salon Holiday Concert and Silent Auction]

    Top Reason For Joining tNS: Like skull and bones, I was mysteriously abducted in the middle of the night and forced to carry a chicken around for a week with threat of being ostracized if I didn't.

    Why did you qualify?: Mr. Estreich chose me, so isn't that a bit of a rhetorical question? But for the rest of you curious souls...." stylist, designer, artist, socialite…Alexa Winner's abilities have made her one of the number one rising young talents in the fashion world. A graduate from Parsons the New School for Design in May 2010, Alexa majored in Integrated Design where she spent much of her time working on styling sets and interning with companies such as Ralph Lauren, John Galliano, Hugo Boss and Vogue Japan. Prior to graduation, in 2009 Alexa officially launched her own company Alexa Winner that she presently [sic] runs with a growing staff and clientele every day. Over the past few years, Alexa has been fielding daily requests for her styling savvy from a list of A-list clients, designers, and stylists. Some of her most notable recent accomplishments have been becoming muse and in house-stylist for legendary designer Gemma Kahng, styling the Rolando Santana S/S 2011 show, designing custom shoes for the likes of model/socialite Alexandra Richards, becoming creative director of Otrera Inc, styling Caroline Kennedy's annual skin cancer fashion show in Washington D.C., and working with Los Angles-based celebrity stylist Nicole Chavez dressing celebrities for award shows and events including the 2010 Tonys. In addition to her work with the aforementioned designers and stylists, Alexa has also worked closely with,,, Gerber Group, Alexander Berardi, Hugo Boss, Maggie Norris Couture, Elle Japan, and ArtwingNY to name a few. She has been featured in a variety of publications for both her style as well as her writing, ranging from The New York Times and Tokion magazine to and, featuring her work not only as a stylist but also as a designer and philanthropist. Alexa's style is glamorous yet edgy, and she counts Daphne Guinness, Kate Moss, Carine Roitfeld, and Iekeliene Stange amongst her muses. With her motto that "life's a runway: walk it," Alexa effortlessly styles both herself and her clients to look as if they had easily just walked off a runway, no matter where they were going. For further information, please see and

    The Skinny

    How did you meet Oliver?: Over drinks at Mark Bar

    Favorite part of the club: Having decently intellectual conversations with some people for a change.

    Favorite restaurant: I forget the name, but it is a small Italian restaurant in Paris with a yellow awning across the street from Buddha Bar and down one block.

    Favorite Bar: I don't really do bars...

    Favorite Club: The Box...but in small doses

    What makes a true native New Yorker?: A thick skin or at the very least a hyphenated last name.

    Native Society Member #2: David T. Libertson

    Age: 23

    College: The College of William & Mary

    High School: The Dalton School

    Home neighborhood growing up: Beekman Place

    Current neighborhood of residence: Sutton Place

    Summer house?: Yes

    [Libertson in Rome]

    If yes, where?: Copake Lake, NY

    tNS since?: One of the Founding Members, 2010

    Top Reason for joining tNS: We are an exclusive group and once you are in with one of us you’re part of the family.

    Why did you qualify?: Mr. Libertson, a native New Yorker, graduated from The College of William and Mary with a BBA in finance, an international emphasis, a marketing concentration and a minor in economics. He has been a member of The Explorers Club since 2003 and has traveled extensively to over sixty countries on five continents. In 2005 he competed in and won the New York State Judo Junior Olympics and in 2010 he was admitted into the New York Athletic Club. Currently he is the Executive Director of the Ronin Art Gallery, the largest collection of Japanese Art in the USA. Also, an Associate Director at Colliers International he parlays his intimate knowledge of New York City to help his clients, such as Ford Models, to navigate even the most complicated of corporate leasing transactions. He is also an active member of the MoMa, The Metropolitan Museum of Art, and the Japan Society.

    The Skinny

    How did you meet Oliver?: Through the New York social circuit.

    Favorite restaurant: Aureole, Fatty Crab, Jean Georges

    Favorite Bar: Death & Co, Pegu Lounge, PDT

    Favorite Club: I keep my mind open to new opportunities.

    What makes a true native New Yorker?: A fat wallet and a go fuck yourself attitude.

    Further recommended reading:

    [Oliver Estreich Unbound: The Native Society Revisited]

    [Rich Kids Social Networks: The Underbelly Of The Jet-Set Ilk]

    [New York's Secret Coterie: The Native Society]