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Fall fashion inspiration from Club Monaco's stylish 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.

 (Photograph: Sasha Maslov)
Photograph: Sasha MaslovOlson wears a chambray shirt from the now-shuttered Rugby ( brand with Club Monaco (locations throughout the city; visit striped pants.
 (Photograph: Sasha Maslov)
Photograph: Sasha MaslovA Rag & Bone (8533 Melrose Ave, West Hollywood; 424-245-4816, tweed blazer finishes off the look.
 (Photograph: Sasha Maslov)
Photograph: Sasha Maslov“The bracelet is by Martine Ali (, 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)
Photograph: Sasha MaslovOlson wears another Martine Ali ring. “Her pieces are subtle yet strong,” she says.
 (Photograph: Sasha Maslov)
Photograph: Sasha MaslovMartine Ali ring.
 (Photograph: Sasha Maslov)
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
 (Photograph: Sasha Maslov)
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)
Photograph: Sasha Maslov“I am loving a longer length in skirts, especially in leather,” she says of her J Brand skirt (
 (Photograph: Sasha Maslov)
Photograph: Sasha MaslovOlson 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)
Photograph: Sasha Maslov“How sick is this backpack? It’s like a grown-up version of my favorite JanSport,” she says of the Mackage ( carryall.
 (Photograph: Sasha Maslov)
Photograph: Sasha MaslovA 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)
Photograph: Sasha MaslovOlson 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)
Photograph: Sasha Maslov“These Super ( sunglasses are the perfect mix of gradient and cat-eye.”
 (Photograph: Sasha Maslov)
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 ( topper.
 (Photograph: Sasha Maslov)
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 ( bracelet. It’s perfect because it goes with everything and reminds me of a special, hunky-dory time.”
 (Photograph: Sasha Maslov)
Photograph: Sasha MaslovOlson purchased this Alexander Wang ( bag on Shopbop ( “It’s the perfect size because it stops me from packing my life into my purse,” she says.
 (Photograph: Sasha Maslov)
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 STYLETommy Hilfiger polka-dot print blouse, $99, at Tommy Hilfiger, 157 N Robertson Blvd, West Hollywood (310-247-1475,
SPIN HER STYLEJessica Simpson Shirley pumps, $79, at
SPIN HER STYLEGoJane Never Chain-ging cuff, $12, at
SPIN HER STYLELauren Moffatt Woodstock pin-tuck blouse, $282, at Steven Alan, locations throughout the city; visit
SPIN HER STYLENasty Gal Dee quilted backpack, $58, at
SPIN HER STYLESteven Ella pointed-toe flats, $89, at
SPIN HER STYLEKate Spade New York Tarlyn sweater-vest, $248, at
SPIN HER STYLETommy Hilfiger Hang blouse, $99, at Tommy Hilfiger, 157 N Robertson Blvd, West Hollywood (310-247-1475,
SPIN HER STYLE7 for All Mankind leather moto jacket, $325, at 7 for All Mankind, locations throughout the city; visit
SPIN HER STYLEGap chambray twin-pocket shirt, $50, at Gap, locations throughout the city; visit  
SPIN HER STYLEClub Monaco Autumn two-tone booties, $395, at Club Monaco, locations throughout the city; visit
SPIN HER STYLEDannijo Finnegan ring, $195, at
By Rachel LeWinter

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 flea markets and vintage stores.

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

Jennifer Olson, social-media and marketing manager for Club Monaco (, 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 ( sweater that I live in during cooler months. I found it at the Brooklyn Flea in New York a few years ago, and it’s been my favorite find to date.” 

Signature accessory: “I’m never without a pair of white Vans.”

Favorite thing to wear during fall: “I can’t wait to throw on my beat-up navy Justin ( lace-up boots.”

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.”

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

Follow Rachel LeWinter on Twitter: @Rachel_LeWinter