We shop, style and manage wardrobes for brilliant, driven women.

We're a female-owned boutique personal styling firm. Our clients are served by our world-class, nationwide team composed of powerful women, extraordinary mothers, and a few smart men. We’ve been servicing our clients both in-person and virtually with a guaranteed seamless experience.


Get To Know Our Founder & CEO…

For Maegan Watson, style is more than what you wear. It’s a reflection of who you are—your goals and aspirations, an appreciation for art and beauty, a link between your internal sense of self and the external pressures of work, life and family. It can be difficult to visualize how such complex ideas play out in your wardrobe, but for Maegan, personal style is as nuanced as personality, and the perfect pair of pants, shoes, or even earrings can take you to new heights.

As a perfectionist, Maegan’s work is elevated by her attention to detail. As a creative, her work is inspired by the minutiae of daily life—from sunlight falling through the window to the form of her favorite sculpture or the sound of her children playing. But what truly differentiates Maegan’s work as a stylist for nationally-recognized, high-powered business women is her ability to deeply connect with them—as both a master of high-end fashion and business. Her understanding of the interconnectivity between style and power, coupled with her unmatched ability to care, uniquely equips Maegan to create a luxurious life filled with beauty and strength for her clients.

Maegan empowers her clients and team to pursue their best selves and bask in their own, unique beauty. It’s with this genuine love and attention that Maegan sets people free to show up in the world as the strong leaders they are, giving them the confidence to pursue higher goals and take on new ventures, just as Maegan herself has.

A revamped wardrobe is so much more than new clothes hanging in your closet, it’s a new lease on life.


MEET OUR DREAM TEAM


Taylor


Lead Stylist

Taylor Hansen Hughes is a wardrobe stylist and curator based in New York City. She has been featured in Vogue, L'Officiel, WSJ, Glamour, Grazia, and InStyle. Her work ranges from music videos to commercials, to editorials, to e-commerce shoots, to empowering women with wardrobes that make them feel like themselves! With 10 years in the luxury retail space, at companies such as Burberry, Ikram, and Nordstrom, she currently works as a personal stylist and closet curator for private clients.

She graduated from The School of the Art Institute of Chicago’s Visual and Critical Studies program where she studied the history, theory, and criticism of both art and fashion. She maintains an independent curatorial practice rooted in advocating on behalf of emerging artists. 


Chelsea
Stylist

Chelsea is a wardrobe stylist and textile artist based in Chicago, IL, Chelsea received her BFA from the renowned School of the Art Institute of Chicago with a concentration in textile design and fashion construction. Her extensive education and work with textiles have given her an in-depth understanding of fabrics and fit.

Chelsea began her work as a stylist at one of Chicago’s most influential high-fashion boutiques, Ikram. There she helped clients manage and build gorgeous wardrobes for everyday life and style them for special events, while still staying true to themselves.

For Chelsea, fashion isn’t just about clothes—it’s a dynamic tool for self-expression and empowerment. At the heart of her style philosophy lies an appreciation for timeless fashion classics, given contemporary twists through fresh textile designs and captivating silhouettes. She strives to craft amazing wardrobes that effortlessly capture the spirit of her clients.


Julia


Assistant Stylist

Julia Driscoll is our Styling Logistics Manager, based in our Chicago studio. She began her career at Watson Style Group, where she interned for two years, assisting our lead stylists while completing her studies. Julia aspires to be a stylist and feels fortunate to learn from industry leaders. Her journey in fashion started in retail and boutique environments.


This past spring, Julia graduated from Kent State University with a bachelor's degree in Fashion Merchandising and a minor in Fashion Media. During her time at Kent State, she was involved in the Fashion Student Organization and the National Retail Federation Student Association, contributing to student fashion shows. She also had the opportunity to study abroad in Florence, Italy, where she explored and learned about luxury fashion houses.


Claire


Assistant Stylist

Originally from South Florida, Claire graduated from Duke University with a degree in Visual & Media Studies, focusing on African American culture. While she dreamed of a fashion career as a young girl, her path shifted toward her other passions after working in social media marketing within the non-profit sector on justice reform initiatives. However, her creative passions never dwindled. As Editor-in-Chief of a college magazine, Claire explored the intersections of fashion, art, history, and greater culture.

Eventually, things came full circle, and she moved from the mountains of Colorado to New York City to pursue fashion as an assistant stylist with Watson Style Group. Now, she spends most of her personal time reading about design and society, crafting things like unique wardrobe pieces and home accessories, but mostly hanging out with her rescue dog.


Cynthia


Executive Assistant

Cynthia is an executive assistant based in Chicago, with a lifelong love for fashion that began as early as her wearing rainbow platform sandals at age three. Her keen eye for style made her the go-to fashion advisor for friends and family throughout her youth. Cynthia pursued this passion academically at Columbia College, earning a B.A. in Fashion Business with a minor in Public Relations.

After graduating, she gained experience at a top NYC PR firm, working on fashion shows for NYFW and LFW. Cynthia then transitioned to luxury retail and showroom management, where she discovered her passion for blending creativity with organizational skills.

Today, Cynthia is thrilled to be part of a woman-owned company dedicated to empowering women, aligning her professional skills with her personal values.


Kiki


Business Development

Kiki is a dynamic, charismatic, and collaborative Business Development leader with over 15 years of professional experience. Her passion for fashion has brought her to Watson Style Group in 2024. Prior to that, she has been a business owner and entrepreneur, and has held multiple business development and account management roles.

Kiki holds a Master of Laws degree (LL.M.) from the Pritzker School of Law and a Postgraduate Certificate in Business Administration from the Kellogg School of Management, both at Northwestern University. She is fluent in English, Spanish and Portuguese, which allows her to bring a global, multicultural perspective to her work.

Kiki is a member of the Lincoln Park Zoo Women’s Board in Chicago, where she has lived with her husband and two sons for over 23 years.


Paige


Logistics Manager & Marketing Specialist

Paige Berndt is a Styling Logistics Manager and Marketing Specialist based in our Chicago studio. Her career began at Studio H Chicago, a prominent women’s contemporary showroom. She started as a showroom assistant and social media manager and was promoted to social media manager for The Kinzie Street Showrooms, a collective of fashion showrooms. Paige’s experience in fashion sales and social media management gave her a good understanding of the fashion industry and the power of digital marketing. She is eager to expand her skill set with Watson Style Group, learning from industry leaders and building the foundation for her future career as a stylist.

Paige is a proud graduate of Columbia College Chicago, majoring in Fashion Studies and Product Development and minoring in Sustainability in the Fashion Industry. During her time at Columbia, Paige was also a member of the National Society of Leadership and Success, where she pursued professional growth and leadership.