Fall fashion inspiration from stylish New Yorker Jennifer Olson

Club Monaco’s social-media and marketing manager Jennifer Olson sticks to a uniform of timeless basics and comfortable investment pieces. Check out her favorite fall fashion ensembles and find out how to spin her style.

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Club Monaco’s social-media expert combines classic clothes and accessories to create an effortlessly cool look. Her fall fashion style is laid-back and refined with an edge. When she’s not shopping at Club Monaco, she prefers to frequent NYC’s flea markets and vintage stores, such as 10 Ft. Single by Stella Dallas.

RECOMMENDED: See all of this year's fall fashion content

  • Photograph: Sasha Maslov

    Olson wears a chambray shirt from the now-shuttered Rugby (ralphlauren.com) brand with Club Monaco (locations throughout the city; visit clubmonaco.com) striped pants.

  • Photograph: Sasha Maslov

    A Rag & Bone (locations throughout the city; visit rag-bone.com) tweed blazer finishes off the look.

  • Photograph: Sasha Maslov

    “The bracelet is by Martine Ali (martineali.com), an insanely talented Brooklyn-based jeweler who works with mixed metals to create super unique pieces. I rarely wear jewelry, but her pieces are wearable works of art.”

  • Photograph: Sasha Maslov

    Olson wears another Martine Ali ring. “Her pieces are subtle yet strong,” she says.

  • Photograph: Sasha Maslov

    Martine Ali ring.

  • Photograph: Sasha Maslov

    “I tend to wear a lot of neutrals, so these shoes add a much-needed pop of color,” she says of her Zara pumps (locations throughout the city; visit zara.com).

  • Photograph: Sasha Maslov

    “I really do wear our clothes pretty much every day,” she says of her Club Monaco–packed wardrobe. “The pieces are on-trend yet timeless.” Here she dons a shirt and sweater from her employer.

  • Photograph: Sasha Maslov

    “I am loving a longer length in skirts, especially in leather,” she says of her J Brand skirt (jbrandjeans.com).

  • Photograph: Sasha Maslov

    Olson accessorizes with a Club Monaco ring and a Martine Ali necklace. “I tend to stick with [Essie] Wicked nail polish all fall long, so it’s convenient that oxblood is big [this season],” she says of her dark-tone digits.

  • Photograph: Sasha Maslov

    “How sick is this backpack? It’s like a grown-up version of my favorite JanSport,” she says of the Mackage (123 Mercer St between Prince and Spring Sts; 212-925-1455, mackage.com) carryall.

  • Photograph: Sasha Maslov

    A pair of Club Monaco pony-hair flats are practical but still professional. “I’m so glad we started making shoes. They’re chic yet super comfortable,” she says.

  • Photograph: Sasha Maslov

    Olson hangs out on her office rooftop in a versatile Rag & Bone knit top and a Club Monaco pencil skirt. “I rarely wear leopard print, but recently I’ve been trying to step out of my comfort zone,” she notes.

  • Photograph: Sasha Maslov

    “These Super (store.retrosuperfuture.com) sunglasses are the perfect mix of gradient and cat-eye.”

  • Photograph: Sasha Maslov

    “I always feel at home in a leather jacket, so I paired it [with this outfit] to make me feel more comfortable,” Olson says of her RRL (ralphlauren.com) topper.

  • Photograph: Sasha Maslov

    “I recently got back from a best friend’s bachelorette [party] in Nashville. She gifted all of us a different color of this Marlissa Mai-Lin (marlissaflint.etsy.com) bracelet. It’s perfect because it goes with everything and reminds me of a special, hunky-dory time.”

  • Photograph: Sasha Maslov

    Olson purchased this Alexander Wang (103 Grand St at Mercer St; 212-977-9683, alexanderwang.com) bag on Shopbop (shopbop.com). “It’s the perfect size because it stops me from packing my life into my purse,” she says.

  • Photograph: Sasha Maslov

    “I’ve been really into colorblocking as of late, and these Club Monaco booties are the perfect neutral to accompany my fall wardrobe.”

  • SPIN HER STYLE

    Tommy Hilfiger polka-dot print blouse, $99, at Tommy Hilfiger, 681 Fifth Ave between 53rd and 54th Sts (212-223-1824, tommy.com)

  • SPIN HER STYLE

    Jessica Simpson Shirley pumps, $79, at nordstrom.com

  • SPIN HER STYLE

    GoJane Never Chain-ging cuff, $12, at gojane.com

  • SPIN HER STYLE

    Lauren Moffatt Woodstock pin-tuck blouse, $282, at Steven Alan, locations throughout the city; visit stevenalan.com

  • SPIN HER STYLE

    Nasty Gal Dee quilted backpack, $58, at nastygal.com

  • SPIN HER STYLE

    Steven Ella pointed-toe flats, $89, at zappos.com

  • SPIN HER STYLE

    Kate Spade New York Tarlyn sweater-vest, $248, at katespade.com

  • SPIN HER STYLE

    Tommy Hilfiger Hang blouse, $99, at Tommy Hilfiger, 681 Fifth Ave between 53rd and 54th Sts (212-223-1824)

  • SPIN HER STYLE

    7 for All Mankind leather moto jacket, $325, at 7 for All Mankind, 73 Fifth Ave at 15th St, 212-924-4146 • 347 Bleecker St at W 10th St, 212-255-2705 • 394 West Broadway between Broome and Spring Sts, 212-226-8615 • 7forallmankind.com

  • SPIN HER STYLE

    Gap chambray twin-pocket shirt, $50, at Gap, locations throughout the city; visit gap.com

  • SPIN HER STYLE

    Club Monaco Autumn two-tone booties, $395, at Club Monaco, locations throughout the city; visit clubmonaco.com

  • SPIN HER STYLE

    Dannijo Finnegan ring, $195, at dannijo.com

Photograph: Sasha Maslov

Olson wears a chambray shirt from the now-shuttered Rugby (ralphlauren.com) brand with Club Monaco (locations throughout the city; visit clubmonaco.com) striped pants.


Jennifer Olson, social-media and marketing manager for Club Monaco (clubmonaco.com), 27; Greenpoint, Brooklyn; @clubmonaco, @Jarolson

Favorite part about social media: “Far and away, my favorite aspect of social media is the people I’ve met and the relationships that have come as a result.”
 
Least favorite part about social media: “Information overload. I sometimes wish there was an off button, if only for five minutes.”

Her personal style: “During fall I tend to stick to a few basics: jeans, a button-down shirt, maybe a leather jacket and always a beanie. Why should guys be the only ones who can pull off a uniform?”

Her inspirations: “I’m lucky enough to get most of my inspiration just from passing people on the street in my neighborhood.”

Favorite piece in her wardrobe:
“I have this oversize cream-colored Aran (aransweatermarket.com) sweater that I live in during cooler months. I found it at the Brooklyn Flea (176 Lafayette Ave between Clermont and Vanderbilt Aves, Fort Greene, Brooklyn; brooklynflea.com) a few years ago, and it’s been my favorite find to date.” 

Signature accessory: “I’m never without a pair of white Vans (Vans DQM General, 93 Grand St between Greene and Mercer Sts; 212-226-7776, dqmnewyork.com).”

Favorite thing to wear during fall: “I can’t wait to throw on my beat-up navy Justin (justinboots.com) lace-up boots from Metropolis Vintage (43 Third Ave at 10th St; 212-358-0795, metropolisvintageonline.com).”

Favorite fall trends:
“I’m a huge fan of emerald green and was happy to see the color in many collections. I was also excited to see beanies making an appearance on the runway. They’re a staple in my wardrobe, and I love the idea of throwing one on, even if it’s with a dressy outfit.”

Favorite NYC store: “When I find time to shop, it’s usually at vintage stores or flea markets. I really like 10 Ft. Single by Stella Dallas (285 North 6th St between Havemeyer St and Meeker Ave, Williamsburg, Brooklyn; 718-486-9482). It has the perfect mix of high-end and low-end [pieces], so no matter how full my wallet is, I always find something to walk out with.”

Wish list for fall: “The perfect bomber jacket.”

Follow Rachel LeWinter on Twitter: @Rachel_LeWinter


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