Rethink Retail

On the latest RETHINK Retail Podcast, host Fritz Finlay sits down with Jeannie Scarlet Freis-Terry of Albertsons and Aidan Mittra, Co-founder of OrderGrid, to discuss how grocers can modernize their technology stack. They explore building lasting vendor relationships and laying the operational foundation for an AI-driven future in the grocery sector. KEY TAKEAWAYS: - Great partnerships solve big problems: The best vendor relationships go beyond a single solution, enabling capabilities retailers could not build independently. - Modernization is a journey, not a switch: Given legacy system complexity, a phased deployment approach is far more practical than a full rip-and-replace strategy. - AI needs a solid foundation: Effective AI deployment requires trusted, real-time data. Without it, even the most sophisticated tools will underdeliver. - Pilots should be focused and measurable: Testing in five to twenty locations over four to six weeks allows retailers to prove value without overcommitting to full int

The era of curiosity is over. Retailers are finding that moving from a flashy demo to a trusted, scalable production environment is much harder than a slide deck makes it look. In this episode, op Retail Expert & AI Leader, Charisma Glassman sits down with Mark Abramowitz, CMO of Dataiku, to discuss how leaders can hit their performance targets before the 2026 budget reckoning. WHY YOU SHOULD LISTEN: - The Regret Gap: Why 74% of CIOs are second-guessing their AI platforms and how to pivot before budgets are frozen. - The Success Formula: Moving beyond "AI Chaos" by focusing on the three pillars: People, Orchestration, and Governance. - Agentic Reality: How organizations like SoftBank and Roche are saving hundreds of thousands of hours by operationalizing AI on day one. - Vibe Coding and Creativity: Why accessible AI is turning non-technical leaders into creators and why that is the ultimate competitive advantage. Stop managing the hype. Start building for business impact.

Consumer habits are shifting fast, and the pressure on grocery retailers to keep up has never been greater. On the latest RETHINK Retail Podcast, R.J. Hottovy of Placer.ai and Aidan Mittra, Co-founder of OrderGrid, discuss the state of the industry and how retailers can adapt to modern demands. THE KEY TAKEAWAYS: - Shoppers are more fluid than ever: Consumers are moving freely across in-store, pickup, and delivery channels based on convenience. Consistent execution across every touchpoint is now critical. - Retail routines are expanding: Macroeconomic pressure is driving shoppers to spread spending across discounters, club stores, and convenience retailers rather than relying on a single grocery brand. - Back-end operations are the differentiator: Heavy investment in front-end digital experiences means little without reliable inventory accuracy and quality behind the scenes. - AI in grocery is finding its footing: Current applications are largely front-end focused, but the foundation being built today w

Here is the Spotify-optimized version for the Inventory Truth episode with Ted McCaffrey and Tom Meehan. I’ve focused on making those "Core Perspectives" pop so listeners can quickly see the technical value of the conversation. The Optimized Spotify Version Copy and paste this text directly: DESCRIPTION Retail transformation fails in the gap between corporate data and the sales floor. In this episode, Top Retail Expert Ted McCaffrey and Tom Meehan, CEO of CONTROLTEK, discuss why "inventory truth" is the only metric that matters in 2026. THE CORE PERSPECTIVES:

Most growth leaders spend their lives chasing the promotional calendar. Ankur Goyal spent his time building a brand that didn't need one. In this episode, Marie Schwartz sits down with Ankur Goyal, the man who helped lead Coterie to a major acquisition. They move past the standard "growth hacks" to reveal the discipline required for true innovation. THE GROWTH BLUEPRINT:

The era of "testing" AI is over. For retail leaders, the tension has shifted from theoretical potential to a mandatory operational overhaul. If you aren't actioning data within 24 hours, you’re already behind. Recorded at Shoptalk, quip CEO Meredith Glansberg joins Kimberly Morgan, a Top AI Leader, to dismantle the hype surrounding retail tech. Glansberg argues that AI isn't a "point solution"—it is a foundational layer that must support the high-trust, high-touch reality of wellness products. KEY INSIGHTS:

Most brands treat influencers as a side project. At Allbirds, it is a unified revenue engine. Sarah Grosz joins Marie Chevrier Schwartz to discuss moving the brand beyond ad-hoc product seeding to a 3,000-plus member network that drives predictable ROI. THE CORE STRATEGY:

Most organizations break the same way: they get bigger, slower, and more rigid. Ujjwal Dhoot of Tractor Supply Company argues for the opposite approach: if you want to scale, you have to build like water—not like a box. ADAPTABILITY OVER RIGIDITY:

Top Retail Expert Joshua Rockoff was joined by Yuliya Samsonava from EPAM and Vic Miles from Microsoft onsite at Shoptalk Spring to explore how agentic AI is being applied within luxury retail. In this episode, we dive into connecting data across systems, supporting decision-making in real time, and elevating the role of store associates. RETAILERS WILL GAIN INSIGHTS INTO:

If your digital team and your store team are arguing over attribution, you don't have a measurement problem. You have a customer problem. Most retailers still treat stores like isolated P&Ls—judged on what happens inside four walls. But something else happens the moment a store opens: Search spikes. Traffic shifts. Conversion improves—everywhere. On the ground with Courtney Hawkins of Mejuri, we got into why the real metric isn't store revenue. It’s market-level impact. HERE'S THE SHIFT:

Most retail AI isn't solving problems; it's hiding them. The industry is currently addicted to "overlays"—cheap, automated layers that promise instant compliance—but building on a mask is just waiting for the legal or operational consequences to catch up. At Shoptalk, Gustavo Cardona, VP of Technology at Levain Bakery, joined us to dismantle the "plug-and-play" fallacy. For a brand scaling from a neighborhood bakery to a national powerhouse, technology isn't a silver bullet—it's a foundation. Cardona's playbook rejects "set-it-and-forget-it" tools in favor of code remediation (fixing the source, not the surface) and API flexibility. By integrating eight source systems into one "cent-perfect" data warehouse, Levain Bakery transformed tech from a cost center into a strategic engine. THE KEY UNLOCKS:

The Central Nervous System: Rewiring Retail with Modular Architecture Diebold Nixdorf and Kitestring explain how modular architecture serves as the foundation for resilience. Guests Bernd Kraus and Eugene Park move beyond the "rip and replace" mentality to show how retailers can modernize while keeping the lights on. Core Insights: - By separating hardware from software, retailers gain the freedom to innovate on the storefront without waiting for a hardware refresh cycle. - Store uptime is non-negotiable. The challenge is balancing the rapid "sprint" culture of e-commerce with the enterprise-grade reliability required for brick-and-mortar operations. - From EV charging to third-party delivery, retailers are losing visibility into the customer journey. A modular backend is the only way to unify these disparate data points into a single, loyal experience. The Bottom Line: A future-proof system does not exist. What exists is an agile system that allows you to say yes to the unpredictable.

Direct-to-consumer (DTC) gave brands control over experience, data, and customer relationships. As brands grow, that model alone becomes limiting. This episode explores how brands move from subscription-based models into retail and multi-channel strategies — and what changes when products leave controlled environments and enter broader distribution. Podcast Overview Fritz Finlay is joined by Reba Hatcher, Chief Commercial Officer at ButcherBox, and Jennifer Cline, CMO of SubSummit. Together, they discuss the transition from DTC to retail, focusing on how brands scale while maintaining consistency across channels. Key Topics Covered - Why DTC alone is no longer sufficient for growth - How brands transition from subscription to retail - The trade-offs between control, scale, and visibility - What changes in product positioning, messaging, and packaging - Operational challenges of multi-channel expansion - How DTC and retail strategies can work together About SubSummit This episode is part of SubSummit (May 1

Most retailers are still optimizing for a world where a human types a keyword into a bar. But at Hanna Andersson, Matt Ezyk is architecting for a reality where AI agents browse and filter on behalf of the consumer. In this episode, we discuss the architectural survival of brand identity in a decentralized world. - The Bilingual Storefront: LLMs crave data density (fit, texture, origin) that ruins human UX. Use "Accordion" Architecture to hide technical metadata from the human "dopamine hit" while keeping it readable for the bots that control discovery. - LLMO (Large Language Model Optimization): Your brand identity is being reconstructed by AI using Reddit and training data. To stay relevant, return to the basics of structured data to ensure the machine treats your quality as a fact, not a slogan. - The Intuition Guardrail: AI is a rearview mirror. It fails at "newness." Human merchandising "hunches" are the only way to signal relevance for new collections that lack historical data. The Bottom Line: In 202

What if the real problem with AI in retail isn’t intelligence—but expertise? Recorded live at Shoptalk Spring in Las Vegas, this conversation breaks down how Boot Barn is tackling one of retail’s hardest challenges: scaling deep, technical product knowledge across 500+ stores—without losing credibility on the floor. Instead of relying on generic chatbots, Boot Barn built a custom AI “associate” designed to know the difference between looking right and being right—especially when safety, compliance, and performance matter. Key Insights: - AI is only as good as what it knows. Boot Barn uses Retrieval-Augmented Generation (RAG) to ground AI in real product specs, safety standards, and brand knowledge—reducing hallucinations and increasing trust where it matters most. - The real unlock isn’t AI—it’s humans training it. Professional copywriters aren’t being replaced—they’re evolving into AI trainers, shaping how the system communicates and ensuring the brand voice stays authentic to the Western and workwear cus

Moving Beyond the Buzzwords Unified Commerce isn't a new term, but true execution remains the "Holy Grail" for enterprise retailers. In this episode, Steven Bailey, Partner at EY and Jonathan Aitken, SVP at RADAR, discuss why the gap between vision and reality is still so wide, and how to close it. The Foundation of Real-Time Retail From the friction of in-store returns to the high cost of order cancellations, the duo explores how fragmented data ruins the customer experience. They break down why "throwing AI at the problem" isn't a fix for a broken architectural foundation. Key Insights include: - Journey vs. Channel: Why structural alignment matters more than technology. - The Smart Store: Transitioning physical locations from "sales points" to "intelligence hubs." - Inventory Truth: Why 99%+ accuracy is the non-negotiable starting point for 2026.

The “Connected Store” has moved from concept to operational priority. In this episode, Pauline Monin (Vusion) breaks down how digital shelf technology is transforming physical stores into responsive, data-driven environments. Operational Excellence & Local E-Commerce Automated pricing removes manual processes and reduces errors at scale, allowing store teams to focus on higher-value tasks. At the same time, stores become more effective local fulfilment hubs. With “Flash-to-Pick” LED guidance, associates can follow optimized picking routes, improving speed and consistency for online order fulfilment. The AI & Retail Media Opportunity Through EdgeSense, fragmented in-store data is unified into a single intelligence layer. This enables AI-driven recommendations across pricing and assortment, while also opening the door to in-store Retail Media. Digital displays can measure engagement such as dwell time, giving brands clearer visibility into performance at the shelf.

Recorded live at Shoptalk Spring, this episode of the AiR Podcast tackles the shift from AI experimentation to real-world accountability. Mark Williamson, AVP of Retail Media at Costco Wholesale, joins Kimberly Morgan, CEO of The Fashion Tech Exec and a Top AI Leader, to discuss why Costco is building its technology ecosystem "from the studs up." The Path of Most Resistance While many retailers opt for "plug-and-play" black-box solutions, Williamson explains why Costco is intentionally choosing a more complex, transparent path. By keeping member data behind its own firewall and inviting partners to work natively inside the Costco data cloud, the company eliminates signal loss while upholding its core code of ethics: respect for the member and respect for the supplier. No AI Strategy Without a Data Strategy The conversation centers on the necessity of a modular, interoperable tech stack. Morgan and Williamson explore how this foundation prepares Costco for the era of agentic commerce. By organizing data prop

This podcast features Darko Pavic, CEO at Fiscal Solutions and Michael Zakkour from 5 New Digital, discussing a critical yet overlooked pillar of global expansion: fiscalization. Why Compliance is Your Transaction Architecture: Fiscalization is more than bureaucracy. It is the technical foundation of every global transaction. Darko introduces his new book, The Fiscalization Compliance Maturity Model: To help retailers move from "firefighting" emergencies to a structured, strategic advantage. The 4 Levels of Compliance Maturity: - Level 1 (Reactive): Ad hoc responses and constant emergencies. - Level 2 (Fragmented): Siloed regional teams and high double work costs. - Level 3 (Connected): Shared tools and unified data architectures. - Level 4 (Strategic): Compliance as a high speed growth engine. Whether you are expanding into 5 countries or 50, this session provides a checklist for turning legal risks into a competitive edge. Watch the full interview to future proof your global retail operations.

Most AI projects die in the boardroom because they ignore the person holding the handheld scanner. In this episode, Sharon Gai, Matt Redwood, and Paula Angelucci move past the hype to discuss what actually works on the shop floor. The Pivot from Shiny to Useful Stop starting with the technology. Matt Redwood argues that the most successful AI implementations begin with a specific human frustration. Whether it is identifying non-barcoded produce or managing "dark" areas of the store, the tech must serve the journey. One pilot even saw a 75 percent reduction in shrink, but the real win was the store staff lobbying to keep the tools because they made their jobs easier. Empowering the Artist Paula Angelucci views AI as the ultimate tool for the frontline. By automating the "laundry" of the industry, retailers can finally return to being entertainers and experts. From AI-driven leadership coaching to real-time product insights, the goal is to give associates their time back. Watch the full interview to see how