Rapid Response Rapid Response

When AI agents do your shopping, everything changes, with Shopify’s Jess Hertz

Sep 1, 2026 · 29m

Summary

Bob Safian interviews Shopify COO Jess Hertz on navigating US-Canada trade tensions and the rise of agentic AI in e-commerce. Hertz discusses how AI lowers barriers to entry, enabling niche merchants to thrive, and explains Shopify’s “unsentimental” culture that prioritizes agility over legacy. She also introduces the concept of “X-shaped” employees, who leverage AI to master multiple domains, and details how the platform’s infrastructure supports merchants from startup to enterprise scale.

Topics discussed

Intro: Masters of Scale Summit and Shopify COO Jess Hertz US-Canada Trade War and Jess's Political Background Aligning Sales Compensation with Merchant Success Toby Lütke's AI Memo and the 'River' Internal Agent Shopify's Growth: Core Business vs. AI Upside Infrastructure as a Moat in the Age of AI Agents ROI on AI Tokens and Flat Headcount Growth The Shift from T-Shaped to X-Shaped Employees Ad Break: Engine Travel Platform AI Helping Niche Merchants and Long-Tail Products Scaling from SMBs to Enterprise Brands like On Being 'Unsentimental' and Moving to Toronto Outro: Egolessness, Chaos, and Credits
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