In this sharp and practical session from Love Generation 2026, Jennifer Roebuck Stephens explores what AI-native retail actually looks like beyond the hype. Drawing on experience across brands including Sephora, Ted Baker, and French Connection, she unpacks where AI is already creating value, why many retailers are still struggling to move beyond experimentation, and what separates AI-native businesses from everyone else.
Jennifer brings a rare combination of commercial retail leadership and hands-on AI expertise, making this session feel grounded in operational reality rather than future-gazing. The conversation spans everything from fulfilment and forecasting to customer service, retention, search visibility, and brand discovery, revealing how AI is beginning to reshape every layer of the retail ecosystem.
The session also explores the widening gap between companies using AI to improve existing workflows and those rebuilding around AI from the ground up. Through practical examples and real-world case studies, Jennifer offers a clearer picture of where retail is heading, and what businesses need to rethink to stay relevant within it.
In this session, you’ll hear:
- Where AI is already creating measurable value across retail operations, fulfilment, customer experience, and brand growth
- Why many retailers remain stuck in experimentation mode despite rapid advances in AI
- The difference between AI-assisted retail and truly AI-native businesses
- How AI is changing discoverability, search behaviour, and brand visibility
- What retailers need to rethink organisationally to unlock AI properly
- Practical examples and case studies from major retail brands
- A realistic perspective on the opportunities and pace of change facing the industry right now