Bailey Grace

connecting style, fashion & technology

Bailey Grace is building a fashion and wardrobe platform that brings together luxury resale, personal styling, and AI-powered tools to help people organize, rediscover, and make more of their wardrobes. Working directly with the founder, I help shape the business and brand direction, connect its retail and technology offerings, and translate the vision into customer experiences, content, and campaigns.

ROLE

Director of Creative Strategy

SCOPE

Business & Brand Strategy · Customer Experience · Technology Concept Development · Content Strategy · Creative Direction

STATUS

2026–Ongoing

BUSINESS & BRAND DIRECTION

One vision. Multiple ways to engage.

The opportunity was to give an expansive business vision a clear structure. I partnered with the founder to refine positioning, explore the audience, and clarify how shopping, styling, and wardrobe services support one another.

This work informed recommendations for organizing and communicating the offerings, establishing launch priorities, and developing marketing and partnership opportunities around a shared focus on individual style.

CUSTOMER EXPERIENCE & TECHNOLOGY

From discovering pieces to rediscovering your wardrobe.

I developed recommendations for the shopping experience, including product categories, designer navigation, seasonal collections, and clearer pathways between retail and services.

Alongside the digital storefront, I contributed concepts for AI-supported styling and wardrobe discovery. Working with the founder and technical collaborators, I helped define potential customer use cases and translate the broader vision into priorities for platform development.

EDITORIAL & CREATIVE DIRECTION

The closet as a source of stories.

I developed a content framework that uses the collection to explore fashion history, designer stories, trends, and personal style. Chanel spotlights, archival streetwear, equestrian dressing, and styling demonstrations give individual pieces context while creating natural pathways to shop.

To bring the direction into production, I developed shoot concepts and creative briefs and assembled video and modeling collaborators. An initial inventory teaser introduces the collection, with further editorial and social content in development.

ONGOING

The collaboration continues across digital implementation, content production, and the developing platform, connecting strategic decisions with the people and creative work that bring Bailey Grace to life.

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Rare Matters