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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