Designers + Luminaries

The People Behind the Point of View.

The Nantucket Edit brings together founders, stylists, creative directors, fashion leaders, journalists, and cultural voices for a weekend built around ideas as much as appearances.

Designer Talks

Ideas Behind the Industry.

Conversations with the people shaping fashion, retail, style, and culture right now.

Explore changing consumer habits, the evolution of luxury, creative direction, brand building, personal style, and candid stories from leaders working across the industry.

The program concludes with an open Q&A—so bring your questions—followed by Prosecco and a room filled with designers, creative leaders, and top-tier retailers worth knowing.

Three conversations. One room full of perspective.

The Luminaries

Meet the People Shaping the Conversation.

Headliner Luminary

Jonathan Simkhai

Founder & Creative Director, SIMKHAI

Jonathan Simkhai is the founder and Creative Director of SIMKHAI, the modern American luxury label he established in 2010. Known for balancing sensuality with sophistication, he has expanded the brand across ready-to-wear, eveningwear, swim, accessories, footwear, handbags, and menswear. A 2015 CFDA/Vogue Fashion Fund winner, Simkhai leads the Los Angeles–based studio and its growing international presence.

Katherine Jetter

Founder of The Vault Nantucket and a distinctive voice in fine jewelry, collecting, and luxury retail.

Lindsay Rose Rando

Founder and CEO of Bobbles & Lace.

Tara West

Award-winning stylist and on-air fashion expert.

Julie Matos

Fashion stylist, creative director, and image-maker.

Debi Greenberg

Fashion icon and influential retail voice.

Joseph Carr

Founder of Josh Cellars.

Francesca Mills Purcell

Director of Marketing & Events at Boston Common Magazine and moderator.

Lisa Pierpont

Journalist and moderator.

Three Conversations

The Talks.

The Cult of Good Taste

Who decides what looks good—and why do we listen to them? A candid conversation about the forces that shape personal style, influence, and taste, from editorial authority and celebrity culture to social media, instinct, and the confidence to develop a point of view of your own.

Featuring: Tara West and Julie Matos.

Moderated by: Francesca Mills Purcell, Director of Marketing & Events at Boston Common Magazine.

The Founders

What does it take to build, grow, and protect a brand people genuinely want to belong to? A founder-led conversation about turning an idea into a business, cultivating a loyal community, navigating growth, and preserving authenticity as a brand evolves.

Featuring: Katherine Jetter, Lindsay Rose Rando, and Joseph Carr.

Moderated by: journalist Lisa Pierpont.

The Business of Fashion

Why does so much of fashion feel the same—and where do originality and discovery still live? An interactive conversation about how consumer habits, social media, algorithms, accelerated trend cycles, and AI are reshaping creativity, design, and commerce.

Featuring: Debi Greenberg, former owner-operator of Louis and an authority on independent fashion retail, and Jonathan Simkhai, Founder and Creative Director of SIMKHAI.