Meet our team
Sidney Madison Prescott, MBA
FOUNDER & CEO
Katie Davis
DIRECTOR OF MENTAL WELLNESS
Jessica Rubenstein
FASHION INDUSTRY ADVISOR
MEET THE FOUNDER
Sidney Madison Prescott is the visionary solo founder behind MIRROR | MIRROR a next-generation fashion tech company at the intersection of emotional wellness, artificial intelligence, and personal style.
An award-winning engineering executive, best selling author, and globally recognized speaker, Sidney has spent her career engineering digital transformation for top-tier institutions including Spotify, E*TRADE, BNY Mellon, and Fiserv by building automation centers of excellence that scaled global operations to achieve over $50M in ROI.
But Sidney is more than a technologist. She is also a fashion influencer with a combined following of over 500,000, a creative visionary with a sharp editorial eye, and a bold advocate for reshaping the culture of tech, starting from the inside out.
With an MBA from the first women-only program in the U.S. and legal training in progress at Cornell Law School, Sidney brings a rare blend of engineering expertise, business acumen, and cultural fluency to everything she builds.
As a solo female founder in a space still dominated by white, male-led startups, Sidney created MIRROR | MIRROR to challenge the narrative: that fashion must be performative, tech must be cold, and founders must fit a mold. Her mission is to replace comparison with confidence, and to prove that the future of fashion is reflective, inclusive, and built to last.
Revolutionize Your Style with AI
Discover the perfect outfits with personalized recommendations tailored to your unique preferences. Experience cutting-edge fashion technology today with MIRROR | MIRROR.