Recently I had the pleasure of becoming friends with a fabulous lady on Facebook by the name of Jennifer Grossman. Browsing through her photos I couldn’t help but be intrigued to find out more as she has an amazing sense of style! Through researching further, I found that she is the owner of Oliver NYC – an Upper East Side boutique, named after her son Oliver, with a unique blend of domestic & European labels, many of them exclusive to Oliver NYC.

Customers can expect to browse through key, essential pieces for the stylish: think quintessentially parisian chic via Grace Kelly’s sophistication (silk neckties, wool tunics, princess coats), Twiggy’s playfulness (pinafore dresses, Peter Pan- collar sweaters, faux fur jackets, and leather separates with rakish tailoring (cigarette pants, leather-trimmed blazers).

In addition, Oliver NYC is not just a retail store. Jennifer and her associates will offer exceptional styling services like closet editing and personal shopping which epitomize her belief in individualized customer service.

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WBM: How did your background lead you to where you are today?

JENNIFER: I always was a little fashionista. When I was 6, my parents went to Paris and I told them I must have the new Guess jeans with zippers on the bottom! I was an English major and graduated from University of Michigan, when I landed my first job working in the corporate offices of Polo Jeans Co. A couple years later, I was worked as a beauty and fashion editor as well as running and owning boutiques with my former partner/husband and styling high profile clients.

WBM: Describe in one paragraph max, Oliver NYC to me.

JENNIFER: Oliver NYC was born from the idea that I wanted to bring back the high-end boutique experience to the “neighborhoods” of Manhattan. Oliver NYC is an edited version of “a cool girl’s closet”, explains one of our regulars. It has all the hard-to-find labels and accessories that complete any outfit. It is a very customized and personalized shopping experience, very fitting for the Upper East Siders!

WBM: What led you to the concept of Oliver NYC?

JENNIFER: I live a block away and I saw the space and I loved the window and knew that the area was a great “untapped” retail gem. I am a pioneer here…it is a true neighborhood boutique, fashion going local. At Oliver NYC, I am able to infuse a bit of “downtown boho chic” with high-style New York Upper East Side glam, party frocks, towering heels, and blow-outs galore!

WBM: What is a key lesson you’ve learned along the way?

JENNIFER: Timing is key and never leave your house without checking in the mirror and looking put together….you never know who you will meet!

WBM: Think of these four characteristics of entrepreneurs: heart, smart, guts, luck. Which one were you?

JENNIFER: A little heart, a little smart, a little luck….all 3! and confident!

WBM: What has been your highest moment in fashion and your lowest?

JENNIFER: I was in Starbucks a little after I opened in April and I heard a mother and daughter reference Oliver NYC as their landmark of where they would start there day of shopping and go from there.. highest and my lowest: I got a perm in 9th grade.

WBM: Where do you see yourself in five years?

JENNIFER: Let me surprise you…

WBM: Who currently is your style icon?

JENNIFER: My mom, Faye Dunaway in Network, Diane Keaton in Annie Hall, Jane Birken, Coco Chanel, Kate Moss. I am a sucker for insouciant, mannish tailoring. I like people who look comfortable in their clothes, who make fashion look effortless. My ideal wardrobe: my version on 70s glamour in a way that is both covetable and accessible.

WBM: Fashion item you can’t live without?

JENNIFER: Smoking Jackets! We are obsessed with Giada Forte’s cashmere ones at Oliver NYC!

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