Finkelstein noticed that Cass, who was running Shopify's payments team and reporting to him, seemed to genuinely love operations and was naturally in his flow state with operations—something Finkelstein realized he was not.
factualpending
Speaker
Harley FinkelsteinEvidence Quote
“Cass really likes operations...it feels like his ground state. He's kind of always doing it.”
Source
The President of Shopify on AI, Scaling, & High Agency | Harley Finkelstein— The Knowledge Project PodcastCreated: 8/10/2026, 11:20:34 PM
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