Workplace Style From Some of Our Favorite Female Bosses

  • Copy by: Jeannine Benoit Adams
  • Feature Image by: Sasha Agent

According to research from American Express OPEN Forum, women are starting an average of 1,200 businesses a day! So, suffice to say, there’s no shortage of brave, bold, and brilliant female entrepreneurs that we all admire. I’ve rounded up a few of my favorite female led brands and the amazing women with incredible style behind them, sharing some of their most stylish looks.

Amber Venz Box, rewardStyle and LikeToKnow.It

Source: Glamour

If you’re on Instagram (who isn’t?), then you’ve undoubtedly double-tapped to receive all those gorgeous fashion blogger picks direct to your inbox. So a huge thank you to Amber Venz Box for creating LiketoKnow.It, giving us the ability to shop straight from Instagram.


Source: Texas Monthly

HER STYLE: I love Amber’s play with proportions in each one of these looks.  She clearly understands her body and the way different shapes and silhouettes can create the right amount of drama in each of these outfits.

Leah Busque, Task Rabbit

Source: Telegraph

We all have Leah Busque to thank for shortening our to-do lists. As creator of Task Rabbit, the online marketplace for outsourcing errands and tasks, Leah coded the very first version of the website herself, bootstrapping it for two years before catching the attention of big investors. Today the company continues to grow and expand into new cities, innovating new products and services to offer their customers regularly.

Wired: Wired

Source: MultiVu

HER STYLE:  Leah knows how to work an accessory – her use of a great necklace adds the right amount of visual interest to each one of these looks.

Lauren Maillian, Gen Y Capital & Startup Advisor

Source: Oxygen

At age 19 Lauren Maillian started her first business, Sugarleaf Vineyards, growing superior wine quality grapes, which then turned in to a winery. By 2012, her business was acquired and she was ready for her next big endeavor as an entrepreneur. She then started Luxury Market Branding and became heavily involved in technology and the venture and startup industries as an advisor and investor. She launched Gen Y Capital to invest in early stage consumer technology companies. You’ll now see Lauren on the TV series Quit Your Day Job in which aspiring millennial entrepreneurs pitch their ideas to her and a panel of angel investors.

Source: LuxeRadar

Source: LuxeRadar

HER STYLE: Lauren loves to take risks and that’s why we love her.  From daring silhouettes to extra special details, this female founder is certainly fashion forward.

Payal Kadakia, ClassPass

Source: Rent The Runway

In 2011, frustrated at not being able to find a ballet class to drop into after work, Payal Kadakia had the idea to create a search engine that would do it for her. She founded what’s now called ClassPass, a subscription service that allows fitness fanatics to find individual classes without purchasing costly long-term memberships—and offering a great way to try out new workouts. I guess I have Payal to thank for struggling through (and loving) my very first aerial yoga class!

Source: Nawo Blog

Source: Project Entrepreneur

HER STYLE: Payal’s style truly embodies feminine chic. I love how fresh and pretty every outfit is, just adding to her beauty and grace.

Alexa Hirshfeld, Paperless Post

Source: Elle

When planning her brother’s 21st birthday party, Alexa Hirshfeld realized there wasn’t a fun yet elevated option for sending digital invitations. So Alexa (with her brother James) created a way to bring back the beauty of receiving and sending mail by combining it with the modern-day efficiency of the web. Several years later, Paperless Post has sent more than 100 million online cards to date and recently rolled out a beautiful (physical) paper collection.

Source: Elle

Source: Elle

HER STYLE: Alexa’s style is playful, quirky and fun yet still done in a professional way. Her wardrobe is proof that your work style does not have to be boring to be taken seriously.

Lauren Bush Lauren, FEED

Source: Business Insider

On her travels around the world as a World Food Program Honorary Spokesperson, Lauren Bush Lauren witnessed the effects of hunger firsthand. She founded FEED in 2007 with the simple idea of creating products to engage people in the fight against hunger in a tangible way—each FEED product has a number stamped on it that signifies the amount of meals or micronutrient packets provided with its purchase. Style and substance, we love it!

Source: Winnipeg Free Press

Source: he Style Line

HER STYLE: Lauren’s style is effortlessly classic. With solid basics like a great button down, blazer and black dress, she keeps it easy and traditional in tailored wardrobe staples.

Tell us, which entrepreneur’s style most reflects your own?