When I tell people that I’m a wardrobe stylist, a common reaction is, “Your job must be so fun!  Do you just go shopping all of the time?!” Oh how I wish the answer to that question was a whole hearted ‘Yes!‘ While there are really fun moments where I’m shopping in high-end designer boutiques or styling really talented people, the reality is that, just like any job, there are still plenty of mundane tasks. In the year since launching my freelance styling business, I have been forced to ask questions like “Should I hire more people?”,  “Is it better to be an S-Corp or an LLC?”, and “Am I pursuing the right types of clients?”

A couple of months ago, I started meeting for coffee with two gals who also run their own businesses. Krysta runs her own branding agency, and Jess is a photographer who, in between doing lots of fab other jobs, shoots some of this series for me. Through our meetings I’m learning that no job is 100% creative, 100% of the time.
Denise shot this particular look after one such meeting-of-the-female-business-owner-minds and I think it’s a nice representation of the mix between the creative and the professional. The funky mix of patterns and textures is stylish and fun but the conservative silhouette and tortoise spectacles create an overall look that says, “I mean business!”
The whole t-shirt-tucked-into-a-skirt look is one that I really love, because its flattering and highlights your natural waist, but also because it’s effortless and polished all at the same time. Lately I’ve found that, while an abundance of accessories are fun for the weekend and going out in the evening, they can prove distracting in professional meetings. I try to pick one accessory and let it stand alone.  In this case it was the two hammered silver bracelets that I bought last summer from a market in Thailand.
Another reason that this look works right now is how easily it can transition with the temperature.  I can lose the blazer or the tights at any time if things start to really heat up!
Eventually, as my business expands, I might hire out some of my present logistical responsibilities, but in the meantime I am learning to embrace my business minded hat in order to grow my creative business.  Any of you small business owners out there have tips for managing the business side of things?  Two apps that have recently revolutionized my life are Invoice To Go and Jot Not Pro.  I’d love to know what your go-to outfits are for important meetings, too!
Skirt, Maje // Tee, Maje (Similar) // Blazer, Zara (Similar) // Tights, Wolford // Shoes, Nine West // Bracelets, From Thailand (Similar) // Glasses, Tortoise & Blonde

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Comments (13)
  1. 1
    Anh L. @ Fab 'n Fun October 2, 2012 at 12:51 pm

    What I like the outfit is you can easily transform from a business look to a chic going-out look by taking off the blazer and accessorize a bit. Also the blue is awesome.

  2. 2
    Dana McDowell October 2, 2012 at 1:04 pm

    This is darling and daring. Absolutely adore it!

    • Camille Styles October 2, 2012 at 1:05 pm

      Agreed – I love how Jen’s looks always push me to think outside the box and try something I’d never have thought of myself. The true mark of a great stylist!!

  3. 3
    Style Tutor October 2, 2012 at 1:48 pm

    As an individual who has recently started a small business I find posts like this very helpful and validating. It is always a relief to know that successful individuals you admire are also in the midst of figuring it all out.

    What I love most about this look is that without even knowing Jen, I get a really good sense of her personality, creativity, and talent.

  4. 4
    Lindsay {Everistta} October 2, 2012 at 3:41 pm

    So true! Even creative jobs aren’t glamorous all the time:) Thanks for sharing! I love that outfit. So fun!

  5. 5
    allison { TAYLOR MOSELEY } October 2, 2012 at 5:49 pm

    This is adorable, and a good reminder that I need to invest in another skirt!

    As a small business owner, I have found that recording every single expense has proven to be very beneficial. It has allowed me to look back on my spending and see where I spend the most, where I can cut back, and what departments use the most money (marketing, PR, sales, etc.)

    I’m really enjoying the fashion posts. Keep it up!

  6. 6
    Krysta October 2, 2012 at 6:37 pm

    I think the best thing that I’ve done for my business is hire an executive coach. I’m naturally an organized person who is able to manage those day-to-day functions but sometimes I feel like I’m sinking in a sea of babysitting clients and being reactive (emails) rather than creating. Having time each with with my coach allows me to clear my head and solve critical issues without taking it out on the wrong people 😉 List making the night before my work day also makes me more focused and seem less overwhelmed when I get to my desk each morning!

    My go-to outfit is my trusty H&M pencil dress (charcoal). I wear it with a thin black belt and black pumps. Nothing makes me feel more professional than that damn outfit. It doesn’t require much (other than some accessorizing). Just slip it on, have the hubs zip me up and I’m ready to go! Thanks Jen for being awesome … per usual.

  7. 7
    Katie @ Lovebird Productions October 3, 2012 at 2:25 pm

    Oh the questions of being a small business owner. I like that she meets with other like minded ladies. I think that is smart 🙂

    Plus…she has fabulous style!

  8. 8
    Annabelle October 3, 2012 at 7:45 pm

    So true; even artists don’t get to be creative all the time! I just read a blog post elsewhere suggesting that you learn to love the business stuff, since it’s what gets your bills paid, but I’m still working on that one.

  9. 9
    Leigh October 3, 2012 at 8:41 pm

    I am in love with this look! Totally fun but business! I’m still figuring out this small business thing though… So no advice currently…

  10. 10
    nchanel November 16, 2012 at 9:57 am

    I love this outfit! Its so perfect!



Jen Pinkston