OFFBounds Retail

Paula Macaggi
  • 3.3 (4)
  • Management
  • Updated Weekly

OFFBounds is where the world’s retail and commerce leaders go beyond headlines to talk about the decisions, strategies, and ideas shaping the future of the industry. Every week, Paula Macaggi sits down in person with executives from leading brands, retailers, and technology companies for candid conversations about leadership, innovation, growth, and the realities behind building modern commerce businesses. More than a traditional interview show, OFFBounds explores the human side of leadership: the risks taken, the lessons learned, the moments of reinvention, and the perspectives that rarely make it into press releases or conference stages. Recorded in person with premium audio and video production, OFFBounds brings global commerce executives together in conversations designed to inform, challenge, and inspire the next generation of industry leaders.

  1. 5d ago

    125. Shannon Flanagan's Book, 'Choose, Don't Chase Your Career'.

    In this episode of OFFBounds, Paula Macaggi sits down with retail leader, five-time Top Retail Expert, NRF Top Voice, and Retail Women in Tech founder Shannon Flanagan to discuss the launch of her new book, Choose, Don't Chase Your Career. After being laid off four times between 2016 and 2024, Shannon shares how those experiences forced her to rethink success, identity, and the stories we tell ourselves about work. Together, they explore why career transitions are about far more than finding the next job—they're opportunities to redefine who we are and what truly matters. The conversation dives into fear, comparison, burnout, financial insecurity, and the courage to pause instead of rushing into the next opportunity. Shannon explains why the traditional definition of success is no longer enough, how to recognize the "scripts" that shape our decisions, and why choosing purpose over chasing titles can lead to a more meaningful career and life. Whether you're navigating a layoff, considering a career change, or simply questioning what success looks like, this episode offers practical wisdom and an honest reminder that sometimes the greatest transformation happens in the space between chapters. You can buy Shannon's book here!

  2. Jul 7

    124. Scanteak's CEO, Jamie Lim: "AI should be part of the process, not the purpose."

    Artificial intelligence is transforming retail, but Jamie Lim believes most companies are starting in the wrong place. As the second-generation CEO of Scanteak, a retail group with more than 10 brands and over 200 stores across Singapore and Taiwan, Jamie has spent two decades embracing technology not because it's new, but because it solves real business problems. From automating delivery scheduling to experimenting with AI-powered demand forecasting, she shares candid lessons on what worked, what didn't, and why failure is often the price of meaningful innovation. In this episode of OFFBounds, Paula Macaggi and Jamie explore how retailers should evaluate emerging technologies, why AI should remain an enabler rather than the end goal, and why authentic human connections will become even more valuable in an increasingly artificial world. They also discuss leading through uncertainty, building a culture that embraces experimentation, and why the best innovation strategy is surprisingly simple: don't shop for technology—shop for problems worth solving.

  3. Jul 6

    123. 7-Eleven Singapore's Managing Director, Anushree Khosla: "We don't just want to be a convenience store. We want to be a place of discovery."

    Convenience retail is evolving beyond speed and accessibility. In this episode of OFFBounds, Paula Macaggi sits down with Anushree Khosla, Managing Director of 7-Eleven Singapore, to explore how one of the world's most recognizable retail brands is transforming its stores into destinations for discovery. Inspired by the success of convenience retail in markets like Japan, 7-Eleven Singapore is rethinking everything from store design and food innovation to viral products, collectibles, and customer experience to give consumers a reason to come back again and again. Anushree also shares lessons from her career across India, Hong Kong, and Singapore, explaining why understanding consumer behavior is more important than ever and how leaders can build organizations that continuously adapt to changing customer expectations. The conversation offers valuable insights into retail transformation, merchandising strategy, convenience retail, and what it takes to stay relevant in one of the world's fastest-moving industries.

  4. Jun 23

    122. Warehouse Group's Head of Strategy and Media: "The future of retail media is audience-first, not retailer-first."

    Recorded at NRF APAC in Singapore, Paula Macaggi sits down with Alex Lawson, Head of Strategy & Media at The Warehouse Group, one of the largest retailers in New Zealand, operating more than 160 stores across brands including The Warehouse, Noel Leeming, and Warehouse Stationery. Alex shares how the company built its retail media business from the ground up in a market where stores remain central to shopping behavior, offering a unique perspective on how retail media evolves beyond the supermarket playbook. The conversation explores the realities of launching a retail media network in a smaller, highly distinctive market, balancing in-store and digital experiences, educating internal teams and brand partners, and creating value for both endemic and non-endemic advertisers. Alex also shares lessons learned from building the business, discusses why physical stores remain powerful media channels, and offers his perspective on the future of retail media, first-party data, AI, and agentic commerce. It's a thoughtful look at innovation, experimentation, and what happens when retailers start thinking like media companies.

  5. Jun 16

    121. OnTheList's CEO, Delphine Dultzin: "Even with AI, you can never predict 100% what customers will want."

    In this episode of OFFBounds, Paula Macaggi goes to Singapore for NRF APAC 2026 and sits down with Delphine Dultzin, CEO and Co-Founder of OnTheList, to explore a retail challenge that rarely gets discussed: what happens to the products brands don't sell. What began as a side project in Hong Kong has grown into a business operating across 11 markets, helping luxury and premium brands transform excess inventory into curated shopping events that create value for both consumers and brands. Delphine shares how OnTheList built trust with some of the world's leading brands while creating a model that combines profitability, customer experience, and sustainability. The conversation also dives into the realities of building and scaling a company across Asia and the Middle East. Delphine reflects on launching without a playbook, learning through trial and error, navigating cultural differences across markets, and why understanding local consumers matters more than replicating a formula. From the future of inventory management and AI-driven forecasting to entrepreneurship, resilience, and retail innovation, this episode offers valuable lessons for anyone interested in the evolving world of commerce. Based on the interview transcript you shared.

  6. Jun 9

    120. Larroudé's CEO, Ricardo Larroudé: "The best person to program the company they have a vision for is the CEO."

    This episode was brought to you by RayonRetail design teams use Rayon to create store layouts, documentation, standards, and presentations in one collaborative platform. By combining design tools and AI in a single workspace, Rayon helps teams move faster from concept to execution while maintaining consistency across locations. If you're looking to design better retail spaces and streamline your workflow, visit rayon.design and sign up for free today When Ricardo Larroude first joined OFFBounds, Larroudé was producing just 300 pairs of shoes a day. Today, the company manufactures more than 2,000 pairs daily, employs 700 people, and has become one of the fastest-growing vertically integrated footwear brands in the market. In this conversation, Ricardo shares how tariffs, rapid growth, and operational complexity pushed him to rethink how he runs the business and why he decided to personally dive into AI instead of delegating it to his technology team. The result was more than automation. Ricardo built an AI-powered operating system that connects data, teams, and decision-making across the company. From improving website conversion rates to eliminating process bottlenecks and redefining how leaders should approach technology, this episode explores why the future belongs to executives who are willing to learn, experiment, and build. If you're a retail, commerce, or business leader trying to understand what AI actually means beyond the headlines, this conversation offers a practical look at what happens when a CEO gets hands-on.

  7. Jun 2

    119. Brandon Rael's Insights on Agentic Commerce

    When ChatGPT launched, most retailers focused on chatbots and customer service. Today, the conversation is much bigger. AI agents are beginning to influence how consumers discover products, compare options, and make purchasing decisions. In this episode of OFFBounds, Paula Macaggi sits down with retail strategist Brandon Rael to explore how agentic commerce is reshaping the customer journey and what retailers need to do to prepare for a future where shopping may start with an AI agent rather than a search engine or brand website. Together, they discuss why so many companies struggle to move AI initiatives beyond pilot programs, the importance of data and modern technology architectures, and how retailers can balance innovation with operational realities. They also examine the opportunities and risks of AI-powered shopping, the future of personalization, and why physical stores remain a critical part of the commerce ecosystem. If you're trying to understand where retail is heading next, this conversation offers a practical look at one of the most important shifts happening in commerce today.

  8. May 27

    118. Retail Trends 2026

    Retail is entering a new era where technology is becoming invisible and human connection is becoming more valuable than ever. In this solo episode of OFFBounds, Paula Macaggi breaks down five major trends shaping retail in 2026 based on conversations with some of the world’s leading retail executives. From AI-powered commerce and visual search to the rise of membership models and the transformation of physical stores into emotional destinations, this episode explores how consumer behavior is evolving and what operators need to understand next. Drawing on insights from brands and leaders across the US, Europe, China, and Australia, Paula explains why AI is becoming infrastructure instead of just another feature and why the retailers winning in this next phase will be the ones investing deeply in people, community, and experience. If you want deeper analysis, executive signals, and actionable retail intelligence, subscribe to OFFBounds Intelligence and stay ahead of the trends shaping the future of commerce.

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Ratings & Reviews

3.3
out of 5
4 Ratings

About

OFFBounds is where the world’s retail and commerce leaders go beyond headlines to talk about the decisions, strategies, and ideas shaping the future of the industry. Every week, Paula Macaggi sits down in person with executives from leading brands, retailers, and technology companies for candid conversations about leadership, innovation, growth, and the realities behind building modern commerce businesses. More than a traditional interview show, OFFBounds explores the human side of leadership: the risks taken, the lessons learned, the moments of reinvention, and the perspectives that rarely make it into press releases or conference stages. Recorded in person with premium audio and video production, OFFBounds brings global commerce executives together in conversations designed to inform, challenge, and inspire the next generation of industry leaders.

Information

  • Creator
    Paula Macaggi
  • Years Active
    2024 - 2026
  • Episodes
    131
  • Rating
    Clean
  • Copyright
    © Paula Macaggi
  • Show Website
    OFFBounds Retail

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