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The Watson Weekly: eCommerce Strategy & News

The Watson Weekly: eCommerce Strategy & News

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Stop reading the headlines and start understanding the frameworks. The Watson Weekly is the premier resource for eCommerce executives, delivering sharp, independent strategy on the industry's most critical developments. Join 20-year veteran Rick Watson as he cuts through the noise to help you understand not just what is happening, but why it matters to your business. Broadcasting three times a week: Mondays: Strategic deep dives into earnings, mergers, and market shifts. Wednesdays: Candid interviews with C-Suite luminaries and tech innovators. Fridays: Join the Watson Weekend for Spirited debates on controversial topics with co-host Jessica Lesesky. From AI implementation and marketplace dynamics to supply chain logistics and retail operations, we cover the entire commerce landscape. Whether you are a CEO, VP, or operator, this is your competitive advantage in audio form.Copyright 2026 Watson Weekly Management & Leadership Politik & Regierungen Ökonomie
  • Amazon Wants to Handle Agent Payments While Blocking Agents
    Sep 25 2026

    Rick Watson reports from the Retail Club AI event in Huntington Beach, which he's calling the source of the agentic fog he first described at Shoptalk. This is the second stop in the on-location series that started there.

    It's hot, there isn't much shade, and lunch is small portions from a handful of food trucks. The talks are better. More presenters are now separating the places where AI fits from the places where it doesn't, and Rick says the startup alley has been the strongest part of the show.

    The booth he keeps coming back to belongs to Amazon. It used to be the Amazon payments booth. This year it's Amazon agentic payments, and the only change Rick can find is the added word. He has trouble with the idea that retailers should hand their agent payment strategy to a company he describes as blocking agents all over the internet.

    #watsonweekly #amazon #agenticcommerce #retailtech #ecommerce #aipayments #retailclub

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    2 Min.
  • The Bold and the Cold of 2026 So Far
    Jul 3 2026

    Half of 2026 is behind us. We went back through the first six months and split the big commerce and AI stories into two groups, the bold moves and the cold ones.

    Start with Anthropic. While the attention stayed on OpenAI, it kept its head down and aimed at one customer, the enterprise buyer. The Snowflake deal landed. Opus shipped over the holidays and picked up real developer momentum. Claude Code gave those developers somewhere to work that wasn't a browser tab. That's a company that knew what it was ignoring.

    The Watson Weekly Weekend episode is sponsored by Avalara. Its Agentic Tax and Compliance automates behind-the-scenes work for ecommerce brands, enabling accurate checkout tax calculation, clearer tariff and duty visibility, and fewer customer surprises. Avalara integrates with platforms like Shopify, BigCommerce, and WooCommerce. Learn more at avalara.watsonweekly.com

    Then Ryan Cohen. He aimed GameStop at eBay, took the board's rejection on the chin, raised his stake to 7.8%, and told anyone listening he wants to own it. Gutsy. The follow-through has been weaker than the opening move.

    The cold list is shorter and sadder. eBay's roughly $1.2 billion deal to buy Depop from Etsy is still sitting in regulatory review, and Depop sellers are already watching boost fees jump to 12% and wondering what the integration does to the rest. eBay does not have a great record of making acquisitions work. OpenAI, for its part, backed away from checkout. Commerce has a way of humbling anyone who thinks returns, fraud, and merchant-of-record rules are somebody else's problem.

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    13 Min.
  • July 6th, 2026: Shopify, Amazon, UPS, Walmart, FedEx and PayPal
    Jul 6 2026

    Every big commerce name put up growth in the first half of 2026. Rick's question is what it cost them.

    Shopify had its best quarter in years and passed $100 billion in GMV, though loan losses at Shopify Capital crept up over the same stretch. Amazon beat estimates and then turned around and spent $44.2 billion in three months on AI infrastructure. UPS is doing something stranger. It's shrinking revenue on purpose, walking away from Amazon volume and booking about $1.2 billion in separation costs to chase higher-margin work. Walmart's real growth engine now looks like advertising. FedEx spun off its freight business and is trying to pull a billion dollars of cost out of the network. And PayPal keeps moving more money while the profitable part of the business sits nearly flat.

    The Watson Weekly is sponsored by Avalara. It works with platforms like Shopify, BigCommerce, and WooCommerce, helping teams manage compliance faster and scale with confidence. Learn more at avalara.watsonweekly.com.

    None of that shows up in a headline growth number. Rick's case is that the cash flow does, and that it separates the companies actually getting healthier from the ones renting the look of it.

    #watsonweekly #shopify #amazon #ups #walmart #fedex #paypal

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    15 Min.
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