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Paula Macaggi sits down with Carl Boutet in Montreal to unpack his new book, The Flip. What starts as a conversation about AI quickly turns into something deeper. A discussion about how value is shifting across retail and business, and why it’s becoming harder to define where that value is actually created. From automation and optimization to contextualization and immersion, Carl breaks down the four forces reshaping commerce and what they mean for leaders trying to navigate this moment of uncertainty.
But this episode isn’t about having the answers. It’s about asking better questions. They explore the idea of “executive cognitive drift,” the risks of over-relying on algorithms, and why “artificially perfect” experiences are starting to feel less human. As AI becomes more embedded in how we work, create, and decide, the real opportunity may lie in knowing when to lean in and when to step back. A thoughtful conversation for anyone trying to make sense of where retail, technology, and human connection are heading next.
Creators and Guests
What is OFFBounds Retail?
OFFBounds is a podcast where commerce executives share their perspectives, successes, and lessons learned in their careers to inspire other global leaders in their journey and decision-making.
Every week, the host Paula Macaggi meets industry leaders to discuss business strategies, careers, and leadership in one-on-one conversations challenging the limits of borders and boundaries.
Paula unveils the person behind the leader and brings to her audience of commerce executives experiences to relate, motivate, and reflect on decisions that are shaping commerce.
OFFBounds is the first podcast recorded in person with audio and video featuring executives in commerce from around the world.