Artwork for podcast The Watson Weekly: eCommerce Strategy & News
Shopify's Buyback, Apple's Borrowed Brain, Anthropic's Three Futures
Episode 27212th June 2026 • The Watson Weekly: eCommerce Strategy & News • Watson Weekly
00:00:00 00:30:06

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This week on the Watson Weekly weekend edition, Rick Watson and Jessica Lesesky discuss: Shopify pushes its buyback to $5 billion while every other tech giant pours cash into AI. We ask the obvious question: built for the AI era, or built for the next earnings call? Then Apple's new Siri arrives at WWDC running on Google Gemini, a roughly $1 billion-a-year arrangement that sits next to the $20 billion Google already pays to be Apple's default search. And Anthropic drops a memo on three possible AI futures on its way to an IPO, with Rick putting the whole thing on an 18-month-to-two-year clock.

The Watson Weekly Weekend episode is sponsored by Avalara. Avalara integrates with platforms like Shopify, BigCommerce, and WooCommerce. Learn more at avalara.watsonweekly.com

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