From Piggly Wiggly to AI Agents: Navigating the Shift to Cognitive Self-Service

Marketing expert Kiri Masters looks back at a century of retail disruption to explain why AI isn’t just a new tool — it’s a fundamental reshaping of how we shop.
By STRATACACHE Team
January 28, 2026
Share
Screenshot
Key takeaways

Marketing expert Kiri Masters looks back at a century of retail disruption to explain why AI isn’t just a new tool — it’s a fundamental reshaping of how we shop and how media must respond.

Key Takeaways

In this compelling session from NRF 2026, Kiri Masters takes the audience on a journey from the invention of the self-service grocery store in 1916 to the rise of “cognitive self-service” today. Drawing parallels between the early skepticism towards the first self-service grocery store Piggly Wiggly and the currAgenticent uncertainty surrounding AI-enabled shopping, Masters outlines the five conditions that must be present for a major shift in consumer behavior to stick.

The conversation moves quickly from history to the high-stakes future of Retail Media Networks. As consumers move their research and consideration phases into Large Language Models (LLMs) and AI “coaches,” the traditional “find-click-buy” loop is breaking. Masters explains how this shift threatens to compress on-site ad inventory and dilute the data exclusivity that retailers have long relied on. However, she offers a “tragic optimist” perspective: while online and off-site media face a reckoning, in-store retail media stands out as the most resilient format in an AI-driven world.

This presentation is a must-watch for brands and retailers who want to understand the economics of the “AI Bestie” and the “AI Coach.” Masters provides a clear-eyed look at why the physical store remains a critical “third place” for consumers and how retailers can lean into this shift early to remain leaders in the next era of agentic commerce.

“Every major shift creates winners who get in early while the paint is wet and casualties who wait for the writing to already be on the wall.” — Kiri Masters

Speakers: Kiri MastersThe Retail Media Breakfast Club

Watch the Full Video

Please fill out a short form to access the full video

Access Now
Fill out the form to watch the video

This field is for validation purposes and should be left unchanged.
Privacy Policy Consent(Required)

Recent Resources
The Store as a Media Asset: Wall Street’s View of In-Store Retail Media

Mark Boidman, Head of Media & Entertainment at Solomon Partners, offers a high-stakes...

By STRATACACHE Team

February 19, 2026
Advertising Effectiveness at the Point of Sale: A Large-Scale Study of In-Store Digital Signage

Professor Dhruv Grewal presents the findings of a massive, four-year study involving 30...

By STRATACACHE Team

February 19, 2026
Fireside Chat: Advertising Effectiveness at the Point of Sale

Professor Dhruv Grewal joins STRATACACHE CEO Chris Riegel for a deep dive into...

By STRATACACHE Team

February 19, 2026