How AI Loyalty Transforms Grocery And Retail

The most valuable loyalty program isn’t a points card—it’s a living system that knows each shopper, adapts in real time, and proves it can drive incremental spend. We sit down with Jeff Baskin, Chief Revenue Officer at Eagle Eye, to unpack how unified commerce and true one-to-one personalization are reshaping grocery, convenience, and hospitality. Instead of stitching tools together, Jeff explains how a single platform that connects payments, promotions, loyalty, and engagement unlocks a complete customer view and makes every interaction feel relevant across channels.

Jeff pulls back the curtain on two standout case studies. Giant Eagle combined loyalty with digital promotions to generate hundreds of millions in incremental sales by influencing the next purchase, not just rewarding the last. Tesco’s AI challenges push personalization further: models weigh 190+ decisions per shopper to assign tailored goals and rewards, scaling from 3 million to 10 million customers quickly while guaranteeing measurable uplift. These programs win CPG support because they tie spend to clear ROI, not vague impressions, and they help retailers grow margin by moving shoppers into higher-value behaviors.

We also get practical about the messy middle: data silos, legacy POS programs, and organizational friction. Jeff shares why a consultative approach matters—start with customer outcomes, treat data as a strategic asset, and build a feedback loop that improves with every transaction. We compare Walmart’s tech-driven experience gains with the edge regional grocers can reclaim by pairing human connection with AI-powered relevance. The takeaway is simple: personalization works because it mirrors how people already consume content on Netflix and Instagram. When retailers deliver that level of relevance across store and digital, loyalty stops being a cost and becomes a growth engine.

Subscribe, share with a colleague who cares about loyalty, and tell us: where are your silos, and what would you test first?