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TIVP105: SHOPIFY (SHOP): THE BIG WINNER OF AGENTIC COMMERCE?
W/ DANIEL MAHNCKE & SHAWN O’MALLEY
TIVP105: SHOPIFY (SHOP): THE BIG WINNER OF AGENTIC COMMERCE? W/ DANIEL MAHNCKE & SHAWN O’MALLEY
28 October 2026
Shawn O’Malley and Daniel Mahncke revisit Shopify (NASDAQ: SHOP) fifteen months after Shawn pitched it, called it one of the best businesses they’d ever studied, and recommended passing on the stock at around $80 per share. Since then, the stock has nearly doubled, gross merchandise volume has grown more than 30% for five straight quarters, 2025 revenue rose 30% to over $11.5 billion, and Shopify paid off its convertible notes and launched its first-ever buyback program, now totaling $5 billion.
Shawn and Daniel grade their original analysis: what they got right about the business, what they got wrong about the numbers, and whether the decision-making process itself was flawed. They dig into how Shopify became central to agentic commerce through its Catalog of over a billion products, the Universal Commerce Protocol it co-developed with Google, and agentic storefronts inside ChatGPT, Gemini, and Copilot. They also cover Amazon blocking Meta’s Muse agent while Shopify partnered with it, the bear case that merchants will vibe-code their own stores, Sidekick’s rapid adoption, and whether a great business is worth owning at 112 times operating profits.
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IN THIS EPISODE, YOU’LL LEARN:
- What Shawn and Daniel got right and wrong when they passed on Shopify in 2025
- How to grade an investment decision without falling for hindsight bias
- How Shopify sustained more than 30% GMV growth for five straight quarters
- Why Shopify merchants captured nearly half of all new U.S. e-commerce dollars
- What agentic commerce is and how Shopify’s Catalog and Universal Commerce Protocol power it
- Why AI shopping may favor independent brands over Amazon and Etsy
- Why merchants are unlikely to vibe-code their way off Shopify
- What Ben Graham’s P/E matrix says Shopify is worth today
- And so much more!
For the full show notes, go to this page.
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- Our original podcast deep-dive on Shopify.
- Shopify’s Q2 2026 results.
- Shopify’s Spring ’26 Edition: Selling everything, everywhere, all at once.
- Tobi Lütke on Uncapped with Jack Altman (#50).
- Ben Thompson’s Stratechery interview with Michael Morton on e-commerce in the age of AI.
- Shopify’s Tinker announcement and “Commerce at the speed of culture” data study.
- Shopify at the Goldman Sachs Communacopia + Technology Conference (September 2026).
- The Graham-Dodd P/E Matrix.
- Our updated Shopify valuation model.
- Check out our previous Intrinsic Value breakdowns: Amazon, Sea Limited, Mercado Libre, Coupang.
- Related books mentioned in the podcast.
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