10:45am - 11:15am
A 75-minute session that will bring together influential retail DTC founders for an honest, three-part exploration of what it takes to build a company from idea to impact. The series follows the founder's journey through the initial bet, the inevitable pressure tests, and the long view required to create an enduring business. Through candid conversations, panelists will share pivotal decisions, hard lessons, and outlooks on the future of retail and consumer brands. Moderated by veteran retail executive, investor and advisor, Ken Pilot, this first of its kind Big Show session is not to be missed.
12:15pm - 12:45pm
AI Stage by Klaviyo, Expo, Level 1
12:15pm - 12:45pm
Michaels and Stanley 1913 come from different corners of retail, but their recent growth stories reveal a shared truth: enduring brands never stop evolving. Through strategic acquisitions, unexpected collaborations, product innovation, and a deep understanding of changing consumer expectations, both organizations have successfully introduced their brands to new audiences while remaining true to their heritage. In this two-part conversation, leaders from Michaels and Stanley 1913 will share how they are balancing legacy with innovation, building relevance across generations, and creating sustainable growth in an increasingly competitive marketplace.
Walmart has already announced the partnerships, the protocols and the pilots, but what happens next is far more important. In this session, Walmart goes beyond the headlines to reveal how AI is changing the real mechanics of retail.
12:15pm - 12:45pm
In luxury retail, the customer journey no longer happens in isolation; it moves fluidly between online browsing and the physical store floor. In an era shaped by shifting consumer expectations and rapid AI advancements, brands must bridge digital discovery with real-time, personal engagement to build lasting shopper devotion.
This session features a leadership conversation with Sharonda Weatherspoon, Senior Vice President of Retail Stores, Operations & Retail Development at Michael Kors. Led by a Twilio moderator, we’ll explore how Michael Kors empowers frontline store teams, improves daily store operations, and connects digital interactions with modern in-store clienteling.
Attendees will gain actionable strategies for eliminating friction, strengthening customer trust, and establishing the foundational data and messaging infrastructure required to stay competitive in an AI-driven retail landscape.
1:45pm - 2:15pm
AI is no longer a back-office tool – it's the nervous system of the retail value chain. This session unpacks how predictive analytics, agentic AI, real-time demand signals, supplier transparency, and dynamic pricing are converging to build retail operations that are faster, leaner, and more attuned to the customer - while positioning organizations for what comes next.
3:15pm - 3:45pm
Victoria's Secret & Co. is one of the most recognizable names in retail, but sustaining relevance requires continually evolving with the customer. Since becoming CEO, Hillary Super has focused on strengthening Victoria's Secret, reigniting PINK, and deepening customer connection across the portfolio. In this conversation, she'll share how culture, talent, community, and a relentless focus on the customer are helping power the company's next phase of growth. From building high-performing teams to balancing what customers love with what needs to evolve, Hillary will discuss the leadership principles shaping the company's transformation.