Retail Media Digest

How conversational AI, generative models, and agentic systems are creating new shoppable surfaces, measurement challenges, and standards for retail media

How conversational AI, generative models, and agentic systems are creating new shoppable surfaces, measurement challenges, and standards for retail media

Conversational & Agentic Retail AI

The Evolving Landscape of Retail Media in 2026: AI-Driven Surfaces, Measurement Challenges, and Industry Standards

The retail industry in 2026 is experiencing a profound transformation fueled by the rapid adoption of conversational AI, generative models, and agentic systems. These technologies are not only reshaping how consumers discover and purchase products but are also creating innovative shoppable surfaces across digital and physical environments. Simultaneously, they introduce complex measurement challenges that demand industry-wide solutions, standardization, and new analytical frameworks. As stakeholders navigate this dynamic environment, a concerted push toward trust, transparency, and robust attribution is essential to harness the full potential of these innovations.


Main Event: The Mainstreaming of Conversational AI and Agentic Commerce

Over the past year, conversational AI assistants—such as ChatGPT-based tools—and agentic shopping systems like Amazon Rufus and Target’s pilot programs have transitioned from experimental pilots to core retail strategies. These AI-powered agents facilitate natural, human-like dialogues that guide consumers through complex product discovery, personalized recommendations, and seamless transactions—all within conversational interfaces.

For example:

  • Target has integrated ChatGPT-like assistants that transform traditional product searches into interactive, conversational experiences, increasing engagement and personalization.
  • Amazon’s Rufus, an advanced AI-driven agent, anticipates consumer needs, assists with product comparisons, and streamlines checkout processes, leading to up to 3.5x higher conversion rates by dynamically adapting to individual preferences.

This shift towards agentic systems has effectively bridged discovery and purchase, reducing friction and expanding engagement across both online platforms and physical retail environments. These capabilities are redefining shoppable surfaces, making them more immersive, personalized, and context-aware.


Key Developments: Engagement, Creative Generation, and Measurement Gaps

Boosting Engagement and Conversion

Shoppable chatbots and agentic assistants are proving instrumental in driving higher engagement and sales. They offer on-demand, personalized support that helps consumers efficiently navigate large product assortments. Retail media networks are leveraging AI-generated creatives—including visuals, videos, and dynamic ad assets—to scale personalization efforts rapidly. This creative agility enables brands to test, optimize, and deploy tailored campaigns swiftly, yielding notable ROI improvements.

The Challenge of Dark Search and Dark Traffic

However, the rise of dialogue-based discovery pathways introduces measurement complexities often referred to as dark search or dark traffic. Since many AI interactions bypass traditional click-tracking mechanisms, attributing conversions to dialogue-driven interactions becomes more challenging. Platforms like Yahoo are making progress by ingesting SKU-level product data and offline purchase transactions, but AI-centric discovery still leaves gaps in attribution models.

Addressing Measurement Gaps: Data Partnerships and Ecosystem Consolidation

To mitigate these issues, companies are emphasizing identity resolution and data sharing partnerships:

  • Bluecore and Dentsu report 20–50% increases in match rates for offline and online attribution, facilitating more accurate measurement across fragmented discovery channels.
  • LiveRamp continues to develop cross-channel identity resolution, crucial as dialogue-based interactions become more prevalent.

The industry is also witnessing ecosystem consolidation:

  • Infillion’s acquisition of Catalina exemplifies efforts to integrate offline purchase data with digital activation, enabling holistic consumer insights and more precise attribution.
  • Regional collaborations and industry forums such as Beet.TV, P2PI, and EuroShop are actively working to establish industry-wide standards for measurement, interoperability, and transparency.

Expanding Surfaces and Industry Consolidation

The shoppable surfaces landscape is expanding beyond traditional digital channels:

  • Digital signage, Digital Out-of-Home (DOOH), and physical retail environments now feature dynamic, personalized content powered by Vision AI. This was showcased prominently at EuroShop 2026, highlighting the integration of AI-driven visual recognition with personalized messaging.
  • Partnerships like SOLUM and EWQ are deploying smart digital signage and Electronic Shelf Labels (ESLs) across European stores, enabling real-time, tailored messaging and seamless online-offline experiences.
  • Amazon is extending AI-driven personalization into large-format stores, creating immersive, interconnected shopping environments.
  • Walmart’s Connect platform generated $6.4 billion in ad revenue last year, emphasizing the importance of offline-online linkages for measurement and targeting.

Industry consolidation continues through strategic acquisitions:

  • Rezolve AI’s purchase of Catalina aims to unify offline purchase data with digital activation, creating holistic consumer profiles.
  • Regional collaborations and industry forums are vital in driving standardization efforts, ensuring interoperability and trustworthiness across platforms.

The Industry’s Need for Standardized Metrics and Frameworks

As dialogue-based discovery and agentic interactions proliferate, the industry recognizes the urgent need for robust standards:

  • Beet.TV and P2PI emphasize the importance of standardized, cross-channel metrics that support attribution in AI-driven environments.
  • Dark search and dark traffic remain significant hurdles; traditional tracking methods often fall short in capturing these interactions.
  • Companies like Yahoo are pioneering efforts to ingest SKU-level data to improve measurement accuracy, but AI-driven discovery pathways continue to challenge comprehensive frameworks.

Advancements in Measurement Capabilities

Recent initiatives include:

  • The "Proving the Power of Faster MMM" webinar illustrates shorter, agile marketing mix modeling (MMM) techniques that enable brands to quickly assess the impact of AI-enabled discovery on sales.
  • The growth of off-site retail media—advertising placements outside traditional e-commerce—grows twice as fast as on-site media, demanding new attribution models that account for cross-channel consumer journeys.

Future Outlook: Integration, Innovation, and Building Trust

Looking ahead, several developments will shape the retail media ecosystem:

  • AI automation tools like Shirofune are democratizing scalable, personalized media campaigns and creative production, making agentic systems more accessible to brands of all sizes.
  • Measurement frameworks will evolve to incorporate offline behaviors, voice signals, and in-store interactions, providing a comprehensive view of consumer journeys.
  • Ecosystem consolidation—through mergers, partnerships, and standardization initiatives—will foster trustworthy, interoperable retail media environments.
  • Privacy-preserving interoperability will be critical, balancing personalization with consumer trust and regulatory compliance.

Current Status and Industry Implications

The 2026 retail media landscape is characterized by rapid AI-enabled discovery and agentic engagement, leading to innovative shopping surfaces and personalized experiences across channels. While measurement gaps from dark search and dialogue-based pathways persist, industry collaborations, data partnerships, and standardization efforts are actively closing these gaps.

The growth of off-site retail media—doubling the pace of on-site efforts—and initiatives like faster MMM are driving a paradigm shift toward holistic, cross-channel attribution frameworks. Retailers and brands that embrace these advancements, prioritizing privacy and trust, will be well-positioned to drive growth, enhance consumer experiences, and maintain measurement integrity.


In summary, conversational AI, generative models, and agentic systems are transforming shopping surfaces and discovery pathways. The industry’s response—through standardization, ecosystem consolidation, and advanced analytics—will determine how effectively these innovations translate into measurable growth and trustworthy consumer engagement in the evolving retail landscape of 2026 and beyond.

Sources (64)
Updated Feb 26, 2026
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