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A couple of weeks back, I sat on a retail media panel at Loyalty Connect, a conference in Atlanta. For all the people who have been designing, launching and fixing loyalty programs at retailers and other brands for decades, I was definitely the odd one out. Most of my work is parallel to loyalty in the retail media ecosystem, but the two in fact are inseparable. Loyalty data is the behavioral signal that powers audience creation and it is the match key that makes closed loop measurement work. What I left thinking about after the event was something else. As AI compresses the shopping journey and threatens some of those on site surfaces where RNNs earn their highest margins, the loyalty program is becoming the thing that keeps shoppers in a retailer's ecosystem at all the data layer underneath and the emotional layer on top and in fact might even create a new surface that is defensible for retailers to continue building on. Let's jump in. Christine Foster, who is the group Vice President of Commercial Strategy and Operations at Kroger Precision Marketing, made this concrete on a live stream that I hosted recently. Kroger Precision Marketing launched an integration with Google DV360 with a conversion API that lets brands optimize against actual retail KPIs actual sales dollars down to the SKU level. And what makes that possible is in part a loyalty program that has been running for more than 20 years. Christine said 95% of all Kroger transactions are connected to that loyalty account. She said that a lot of retailers don't really have that level of confidence in their data sets. A lot of the more advanced retail media networks that I've profiled in the last year have a really robust loyalty program and along with that a high number of addressable IDs that are often associated with with a loyalty account. So just to rattle off a few Kroger As I mentioned, 95% of transactions can be tied to a loyalty account. Costco 100% member identified transactions. That's because everybody who shops at Costco must be a member. CVS Media Exchange 90 million Extra Care members with a more than 90% transaction match back to extra care loyalty members. And then we have a couple which are tied back to customer IDs. A little note on that in a second, But Best Buy 93% of transactions can be tied back to a customer ID. And Albertsons Media Collective has 100 million addressable IDs. And so quick note on this addressable IDs are broader than loyalty members. You can have a addressable member without them being a loyalty member. But loyalty derived identity is usually the stronger version of identity. In that kind of Venn diagram, it is voluntarily provided by the customer, it is transaction linked, it is persistent across channels, so it can be done in the store or online, and it's tied back to a clear value exchange that the consumer chooses to engage in. And that is why loyalty programs are such an important element for retail media. On the panel at Loyalty Connect, Chris Norton, who built Marriott's Riot Media Network, said that measurement is the single most important capability for any loyalty based media business. He said you won't scale without measurement. And Marriott has 150 million members in its Bonvoy membership and uses that to triple down on proof to convince advertisers of its usp. And if you're a longtime listener to this show, you probably have heard me banging on for months now about how AI enabled shopping journeys threaten retail media's foundation of on site retail media and a little bit of off site retail media too. Because when consumers do their product research inside an AI answer engine and arrive at a retailer's website already knowing what they want, they skip the ad surfaces that generate most of retail media's current revenue. So that is the threat. But here's what doesn't change the loyalty program. A shopper's status, accrued benefits and points, the emotional connection to a retailer persist even when the discovery journey changes locations. Charlie Casey, who is the co founder and CEO of a loyalty platform solution called Loyalty lion, said that technology will change how we buy, but not what why we buy. And he splits consumer motivation into rational aspects. So things like convenience, price, quality and also emotional aspects. Identity, status, belonging. AI agents handle the rational side brilliantly. But the emotional side is where loyalty programs operate. The identity, the status, the belonging. But not every program is really built for this. Yet a lot of programs that retailers offer sit in stuff. The points, the discounts, the cash back. And that is the layer that a lot of AI agents are going to be able to ruthlessly optimize. They can game dormant accounts for win back offers, they can compare point values across programs, they can exploit every promotional loophole. But things like status and access are harder to copy. As Taryn Domini, the senior director and head of industry at Home Depot's Orange Apron Media, said on that panel, you can't just buy the loyalty. You need to have that love of the brand too. Did you know that leading retail media networks drive 85% of their ads through Mid and Long Tail advertisers? Miracle Ads provides full funnel ad formats tailored to both 1P and 3P advertisers leveraging unique AI capabilities that provide unprecedented levels of relevance and engagement. Retailers who want to capture ad spend from the long tail and of 3PMarketplace sellers use miracle ads in their tech stack. Learn more@miracle.com that's M I R A K L.com Salesforce published a Connected Shoppers report recently and found that 70% of consumers would like to use an AI agent to manage their loyalty points. That was actually the number one use case that people wanted, well ahead of other annoying things like managing returns and tracking price drops. But Stephanie Meltzer Paul, who is a loyalty veteran with senior roles at MasterCard, Dunkin, BJ's Wholesale Club and now at Sky Zone, she drew a really interesting distinction which is that the earn side of loyalty is easier to game via an agent than the burn side. And so what that means is that agents quite easily can route purchases to maximize point accrual to pick the right credit card to enroll us in new points programs. But the redemption piece with its tier based logic promotional multipliers experiential rewards that can stay tethered and native to the retailer's environment. If you're sitting on a thousand altar points, you still need to go to ULTA to spend them. So the earning part can get disintermediated, but the burning happens inside the retailer's ecosystem, which means the retailer can keep a captive high intent audience at the moment of redemption. So for retail media network leaders trying to figure out where the next advertising services can live as on site browsing and search results pages decline, that redemption experience deserves some serious attention. So where? Where do we land with all of this? The programs that will struggle are the ones that are still concentrated in points and discounts and earning. The things that agents will be able to arbitrage away. The ones that will hold their ground are investing in status, access and the kind of incentives for consistent even daily engagement that creates genuine preference rather than a transactional convenience. Loyalty as an industry it was fascinating for me to see all these loyalty professionals in one place. It has really survived every major commerce shift by adapting. You think about we used to carry these cards around with us and now we just use our mobile app. Back in the 1930s, consumers collected stamps for purchases and cashed them in for free products. So loyalty programs, just like the broader retail space they concentrate in, keep evolving and this time won't be different if the adaptation starts now. Thanks for listening. This was actually an abridged version of a longer piece that I published for my column at the drum, which we'll link up to in the show notes.
Podcast: Retail Media Breakfast Club
Host: Kiri Masters
Episode: Why Loyalty Programs Are the Real Power Play as AI Reshapes Retail Media
Date: May 26, 2026
Duration: ~10 minutes
In this concise, expert-driven episode, Kiri Masters explores why loyalty programs are becoming the critical asset for retailers, especially as artificial intelligence (AI) transforms the retail media landscape. The discussion draws on insights from loyalty industry leaders and offers a forward-looking take on how loyalty-driven data, identity, and emotional connection position retailers for resilience and growth as AI changes consumer shopping journeys.
AI's Impact:
"As AI compresses the shopping journey and threatens some of those on-site surfaces where RNNs earn their highest margins, the loyalty program is becoming the thing that keeps shoppers in a retailer's ecosystem." (Kiri Masters, 01:00)
Data & Measurement:
"Kroger Precision Marketing launched an integration with Google DV360... What makes that possible is in part a loyalty program that has been running for more than 20 years." (Kiri Masters, 02:00) "95% of all Kroger transactions are connected to that loyalty account." (Christine Foster, cited by Kiri Masters, 02:30)
Loyalty Integration Rates:
Addressable IDs vs. Loyalty IDs:
Charlie Casey (LoyaltyLion):
Programs that offer only rational perks (points, discounts) risk being gamed by AI—those built around experience, access, and status are more defensible.
Taryn Domini (Home Depot):
Salesforce Connected Shoppers Report:
Stephanie Meltzer Paul:
| Timestamp | Topic | |-----------|-------| | 00:00–01:20 | Introduction: Loyalty in the AI/Evolving retail media context | | 02:00–03:30 | Example: Kroger & the power of loyalty-driven data | | 03:30–04:30 | Loyalty integration rates across major retailers | | 05:10–06:00 | Measurement as the lynchpin for loyalty-driven media (Marriott case) | | 06:30–07:30 | Rational vs. emotional drivers in loyalty (LoyaltyLion insight & Home Depot quote) | | 08:00–09:00 | AI’s effect on loyalty management, "earn vs. burn" distinction (Salesforce & Stephanie Meltzer Paul) | | 09:20–End | Guidance: Building resilient loyalty programs in the AI era |
Kiri Masters delivers a sharp forecast: As AI-enabled shopping grows, only loyalty programs that cultivate enduring emotional connections, status, and access—not just points—will keep retailers competitive. Retailers and retail media leaders are urged to adapt, investing in the measurement and redemption experiences that secure their brands’ places in the hearts, not just the wallets, of their customers.