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Maegan Watson Helps You Feel The Way You Want And Love The Way You Look

Maegan Watson is a personal stylist and founder at Watson Style Group, a firm dedicated to helping you feel the way you want and love the way you look. She has nearly a decade of experience supporting amazing individuals and building their life-transforming wardrobes. Watson solves the unending question of “what should I wear today?”, so you can spend your energy on family, fulfilling work, and fun! She lives in Telluride, Colorado with her son, husband and their chocolate lab.

Female entrepreneur lady boss blogger Maegan Watson personal stylist

What motivated and inspired you to start your own business?

After taking some time off of work and doing some self-discovery work, I realized how important it was for me to do something I’m passionate about. We are here to serve other people and there’s no greater gift than to follow the passions we were given to improve the lives of others.

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Tell us about your business.

Watson Style Group is a full-service, virtual personal styling firm for women who want a closet full of good-to-go outfits for an on-the-go life.

Are you currently running any promos/contests/giveaways that you would like our readers to know about?

  • Enter to win Complimentary Styling Session ($500 value)! During this session we offer top strategies for making an immediate impact on your wardrobe.
  • We are hosting a live masterclass – “The Power of Presence: How to use your image to get everything you want”. We are going to discuss the #1 image desire for women and the exact strategy I give you to create exactly what you want! Reserve your spot here.

Female entrepreneur lady boss blogger Maegan Watson personal stylist

List awards/certifications/accomplishments.

The accomplishment that I’m most proud of is that our business revenue tripled the years following the birth of our first child. I’m proud because, while I worked hard, I really got to enjoy my son because I’m an entrepreneur, and I have the flexibility to take care of my babes.

Where is your business based?

Online! We work with women all over the world. Visit us at

What were the first few steps you took to get your business up and running?

I focused on servicing clients in the most profound way. I had a simple landing page, people called my cell phone, and I provided the best styling service available. This built incredible loyalty and a referral system that sustained our business for years.

entrepreneurial journey growth

What has been the most effective way of raising awareness of your business and getting new customers?

Partners! Find people who are serving your ideal customer in a really profound way, and create a way to share your services with their people. It’s a win-win!

What have been your biggest challenges so far?

Scaling. Hiring people is challenging. To preserve the integrity of our work we sometimes interview 25 or more people before filling a position. We’ve learned that to scale, you have to be willing to go through the growing pains.

How did you overcome these challenges?

My mastermind group, friendships, yoga, or a glass of wine. It really helps to have other female business owners to talk to about challenges and concerns. You realize that you’re not alone or crazy and that everything is figure-out-able.

Female entrepreneur lady boss blogger Maegan Watson personal stylist

How do you keep motivated through difficult times?

Oh this is a timely question. I make a list of what I know is true.

  1. I am loved.
  2. I have a marketing funnel that works wonders.
  3. Do more of what works and stop the rest.
  4. Delegation will feel great, do it!

How do you distinguish yourself from your competitors?

We are the only personal styling service of its kind. We offer full-service personal styling, closet edits, shopping, look books, tailoring, and live support… 100% virtually. We also have a unique approach to creating a woman’s image that guarantees they will love the result. Obviously, I can’t share the specifics, but it involves co-creating the best and bravest version of the client and then elaborating the aesthetics and visual attributes that will represent this amazing woman.

entrepreneurial journey advice

What is the best advice you have received recently?

Do more of what works and STOP the rest.

What advice would you give to other entrepreneurs?

We are not given ideas or dreams without the skill set to achieve them. Remember this when things get difficult, because they will! You are so remarkable to want to serve other people, just keep going. Call a friend and keep going – we need you.

Female entrepreneur lady boss blogger Maegan Watson personal stylist

What are your favorite business tools/resources and why?

We use Asana as our project management tool and it allows our entire team (who are located all across the country) to coordinate on a single project.

What is a good article or book you have read recently?

The May issue of Vogue was incredible. I’ve been reading it regularly for over a decade, and this was by far the best issue I’ve read. In a time when most women regularly question the work they do and the contribution they are making to this world, it was lovely to feel as if this issue landed in my mail as a personal reminder. That, yes, your work matters, and strong, powerful women use personal style to fuel their missions. Keep going because there are great women who are ready to be noticed, to be vulnerable and to be beautiful in a way that’s only possible when they truly love themselves.

The real gift in this issue, besides the great article about Eric Garcetti, was the the lovely Mary Gordon writing about her first march in 1967, while at the same time evoking nostalgic feelings for what it means to be wearing something you really love.

For a woman, the feeling of wearing something you really, truly love is up there on the list with the first time you smell your baby’s hair or the first time you meet your true love. It’s visceral and life changing, and you’ll remember it forever.

I also really enjoyed Love Warrior by Glennon Doyle Melton, anything by Brene Brown, and Twenties Girl by Sophie Kinsella – read this if you need to laugh!!

entrepreneurial journey next steps

What are you currently learning about for your business or looking for help with?

It’s time for us to invest in social media. We have an incredibly successful business and no presence online. We have focused our efforts elsewhere, but now it’s time!

What are your goals for the next few months and how are you striving to achieve them?

We would like to hire three people before November, as I will be taking a maternity leave 🙂  Another phenomenal stylist, an assistant for our project manager, and another saleswoman.

We also have the goal of breaking a million dollars this year. We are achieving this through consistent lead generation.

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What social media outlets do you use? List them below.

Instagram @mydear.watson, @watsonstylegroup
Twitter @mydearwatson86
Facebook Personal Page
Hashtags #watsonstylegroup

Female entrepreneur lady boss blogger Maegan Watson personal stylist

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