Last week, over a gargantuan slice of carrot cake at Flour Bakery, I caught up with StyleUp founder Kendall Herbst. We worked together a couple of years ago at NBC New York’s fashion blog, The Thread. She’s a former Lucky fashion editor ,who’s now an MBA student at MIT and web entrepreneur. Her well-scrubbed looks infused with unassuming urban sophistication (yup, so Lucky), is the perfect model for real life women who’ve got someplace to go (or wish they did).
With a keen eye (Kendall handpicks every one of the 40+ daily looks), StyleUp prescribes outfits based on a quickie style survey you fill out, adjusting for regional weather, taste, and lifestyle. I signed up a few weeks ago, and have pretty much loved every image suggested. The site’s in beta, but functions well in its simplicity. I wish I could see the looks recommended for girls that have a different style preference than I—after all, there might be a day I leave the comfort of my sofa—but I’m guessing that will come.
Below are my favorite looks so far, both from my feed and Kendall’s.
StyleUp pinpoints a look for you to wear the next day, based on the weather forecast and your personal style, taking into consideration the feedback you submit on past outfits.
![gray-maxi-skirt-fur-scarf FALL 2012 STREET STYLE MAXI SKIRT CHUNKY SWEATER](https://i0.wp.com/stylecarrot.com/wp-content/uploads/2012/11/gray-maxi-skirt-fur-scarf.jpg?resize=400%2C600&ssl=1)
Love the gray pleated maxi, long sweater, fur scarf, and silver jewelry. I’m all about comfort; love how she makes this work. Am I too short for this?
![Corinne Bailey Rae Style CORINNE BAILEY RAE STREET STYLE STRIPE DRESS FLANNEL BLAZER](https://i0.wp.com/stylecarrot.com/wp-content/uploads/2012/11/Bailey-Rae-striped-dress-gray-blazer.jpg?resize=400%2C697&ssl=1)
UK singer- Corinne Bailey Rae hits the street in a stripey-dress, windowpane gray flannel blazer, Swiss dot stockings, and flat oxfords. If I were to re-create, I’d go with black opaque tights and a black bootie. But she rocks this.
![joanna-hillman-bazaar-editor-leopard-tote-oxblood-trousers DARK RED PANT WHITE SILK BLOUSE LEOPARD PRINT TOTE](https://i0.wp.com/stylecarrot.com/wp-content/uploads/2012/11/joanna-hillman-bazaar-editor-leopard-tote-oxblood-trousers.jpg?resize=400%2C600&ssl=1)
Harper’s Bazaar editor Joanna Hillman, absolutely pulled together in oxblood trousers, black-trimmed blouse, leopard tote, and sky high Mary Janes.
![olive-skirt WORKDAY STYLE SKIRT TIGHTS CARDIGAN](https://i0.wp.com/stylecarrot.com/wp-content/uploads/2012/11/olive-skirt.jpg?resize=400%2C600&ssl=1)
Totally adorable look, if I had an office to go to. Alas, I don’t.
![loose-black-pant-white-tee-gray-blazer-white-oxford-shoes CASUAL CHIC STYLE GRAY BLAZER LOOSE FIT PANT](https://i0.wp.com/stylecarrot.com/wp-content/uploads/2012/11/loose-black-pant-white-tee-gray-blazer-white-oxford-shoes.jpg?resize=400%2C533&ssl=1)
My kind of comfort. The gray suiting is a nice touch. Think I’ll try it.
![mint-jeans-camel-overcoat MINT SKINNY JEANS CAMEL COAT PASTEL AND NEUTRAL STYLE](https://i0.wp.com/stylecarrot.com/wp-content/uploads/2012/11/mint-jeans-camel-overcoat.jpg?resize=400%2C602&ssl=1)
Minty goodness toned down with camel accessories. A great combo.
![mango-trench-jeans-plaid-shirt](https://i0.wp.com/stylecarrot.com/wp-content/uploads/2012/11/mango-trench-jeans-plaid-shirt.jpg?resize=400%2C532&ssl=1)
Love the plaid under the oxblood cable knit sweater. Camel trench atop polishes perfectly. I’ve never worn cropped jeans with a bootie—I will now.
![alexa-chung-navy-blazer-gold-buttons-red-shoulder-bag](https://i0.wp.com/stylecarrot.com/wp-content/uploads/2012/11/alexa-chung-navy-blazer-gold-buttons-red-shoulder-bag.jpg?resize=400%2C650&ssl=1)
Huge Alexa Chung fan. This tall girl can rock a ballet flat. I’d lose the Edwardian ruffles.
![blue-polka-dot-trench-madewell-top-handle-bag](https://i0.wp.com/stylecarrot.com/wp-content/uploads/2012/11/blue-polka-dot-trench-madewell-top-handle-bag.jpg?resize=400%2C600&ssl=1)
I wouldn’t personally do an polka dot jacket, but the overall look is really cute. I adore the top handle bag with the black trim. Wonder who makes it.
![Ashley-Olsen-plaid-chanel-blazer-leggings](https://i0.wp.com/stylecarrot.com/wp-content/uploads/2012/11/Ashley-Olsen-plaid-chanel-blazer-leggings.jpg?resize=400%2C598&ssl=1)
Ashley Olsen in tweed Chanel, leggings, and very fringe-y bag.
![Blake-Lively-Twelfth-Street-By-Cynthia-Vincent-Blazer](https://i0.wp.com/stylecarrot.com/wp-content/uploads/2012/11/Blake-Lively-Twelfth-Street-By-Cynthia-Vincent-Blazer.jpg?resize=400%2C589&ssl=1)
Blake Lively in a similar color palette. Love the look—black skinnies, studded low boot, and Cynthia Vincent blazer in Fair Isle kinda print. That messy, perfect hair.
![double-breasted-navy-coat-gold-buttons-floral-pants](https://i0.wp.com/stylecarrot.com/wp-content/uploads/2012/11/double-breasted-navy-coat-gold-buttons-floral-pants.jpg?resize=400%2C600&ssl=1)
If you’re doing a floral pant, this is the way, paired with black + classic touches.
![black-skinnies-white-tuxedo-blazer-topknot](https://i0.wp.com/stylecarrot.com/wp-content/uploads/2012/11/black-skinnies-white-tuxedo-blazer-topknot.jpg?resize=400%2C600&ssl=1)
Not sure about navigating in such skinny spikes, but a tailored white blazer ovwer black skinnies is irrefutably practical and chic. Topknot’s kinda high.
![studded-bottom-bag-stripe-sweater-wedges](https://i0.wp.com/stylecarrot.com/wp-content/uploads/2012/11/studded-bottom-bag-stripe-sweater-wedges.jpg?resize=400%2C594&ssl=1)
Totally, totally, totally me. Leggings, loose stripey sweater, wedges, and oh that studded-bottom bag.
![skinny-dark-denim-chambray-navy-blazer](https://i0.wp.com/stylecarrot.com/wp-content/uploads/2012/11/skinny-dark-denim-chambray-navy-blazer.jpg?resize=400%2C583&ssl=1)
Another look I’d channel without hesitation. The blue on navy is excellent. Another bag I want. J.Crew has cords that color in store right now.
the G I R L B E H I N D the L O O K S
![kendal-camel-coat-farm-boots KENDALL HERBST CAMEL BLAZER GOLD BUTTONS](https://i0.wp.com/stylecarrot.com/wp-content/uploads/2012/11/kendal-camel-coat-farm-boots-e1352903706562.jpeg?resize=500%2C500&ssl=1)
StyleUp founder Kendall Herbst
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