Cover of The Watson Weekly: eCommerce Strategy & News

The Watson Weekly: eCommerce Strategy & News

The Watson Weekly: eCommerce Strategy & News

By: Watson Weekly
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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 Economics Management Management & Leadership Politics & Government
Episodes
  • Conversion Has Been Stuck Near 3% for 20 Years. Darin Lynch Says B2B is Counting the Wrong Checkouts
    21 Oct 2026

    Vinny O’Brien says e-commerce conversion rates have hovered around 3% for twenty years. He puts that to Darin Lynch at Shoptoberfest, and Darin’s answer is that a lot of B2B companies are measuring success in the wrong place.

    Darin started Irish Titan 22 years ago. He sorts commerce history into rough eras. He calls the early one Neanderthal commerce, when sites were difficult for merchants to build and for customers to use. Then came a long stretch shaped by platforms and search engines, more trustworthy but still built around the merchant and the tech. Now a buyer can describe what they want to ChatGPT, Claude or a brand’s own agent and get to a product.

    His case is that a B2B manufacturer or distributor shouldn’t judge commerce by how many orders go through its commerce platform’s checkout. Plenty of those orders come in through punch out or the ERP, and more will happen inside AI agents. He breaks agentic commerce into data enrichment, discovery and checkout, and wants a separate success metric for each.

    He also talks about the Iowa farm his dad built up from 40 acres, and why he thinks Shopware’s US timing hurt it during the COVID rush. Darin is a Shopware agency partner who has emceed this event for the last two years, so weigh his view that Shopware has the best community of any platform with that in mind.

    Vinny also asks about vocabulary. Every event defines agentic commerce differently, and merchants are left to sort it out themselves. Darin agrees and thinks the agencies that get through this period will help set standards, though he didn’t say how that would happen or who would lead it.

    #watsonweekly #shopware #irishtitan #ecommerce #agenticcommerce #b2bcommerce

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    17 min
  • UPS and Amazon, BJ’s cuts its assortment, $30B tariff refund class action, Albertsons vs Kroger, Agentic Island summit
    20 Oct 2026

    UPS has now shed almost all of its Amazon volume. The 18-month wind-down took out about two million pieces a day and roughly $4.5 billion in expenses, leaving UPS with a smaller network that earns more per package but has less volume to set prices with. Rick looks at who held the leverage in that split, and whether a UPS focused on healthcare logistics is turning into a specialty carrier.

    BJ’s Wholesale Club plans to cut about 20% of its products over the next couple of years, taking older clubs from around 7,500 items to 6,000 or 6,500. The last time BJ’s tried this, sales fell and it added items back. Lululemon and Under Armour have made similar cuts, as has Dollar General.

    On October 8 the U.S. Court of International Trade certified a class of importers who paid IEEPA tariffs between February 2025 and February 2026 and haven’t filed their own suits. The court estimates about $30 billion in refunds would otherwise stay with the government, and its order says most of the importers who haven’t used Customs’ CAPE refund system are small. If you sell online and imported anything in that window, call your customs broker this week.

    Albertsons is asking Kroger for between $8 billion and $9.3 billion over their collapsed 2022 merger, against a $600 million termination fee in the contract. The trial in Delaware began October 19.

    On October 29 Rick hosts Agentic Island, a two-hour virtual summit on agentic commerce sponsored by Shopware. It includes a fireside chat with Shopware co-founder Stefan Hamann and sessions with agencies that help brands prepare for AI shopping agents. It starts at 9 a.m. Pacific. Register here: [link]

    Investor minute

    • Confido raised a $55 million Series B
    • Marlo raised $5 million in seed funding
    • Ultra Robotics raised a $50 million Series A
    • Stord secured a $400 million credit facility led by Citi
    • The Knot acquired Zola for an undisclosed price

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    9 min
  • Starbucks Is Spending $1.2B on Comfier Seats. Rick Wants Better Coffee
    16 Oct 2026

    Rick thinks Starbucks has lost its way. Jess thinks Brian Niccol’s turnaround is working, and she points to four straight quarters of growth.

    Niccol has put handwritten Sharpie names back on cups and is spending $1.2 billion to make stores more comfortable. Rick says a better seat means nothing when you wait 25 minutes for burnt coffee. Jess says consistency matters more than quality, and that cake pops and pink drinks keep parents and Gen Alpha coming back.

    Rick asks whether Starbucks should accept being the McDonald’s of coffee or go upscale with Starbucks Reserve. He also floats a Yum Brands-style parent company that buys other chains. Jess wonders if it needs a Krispy Kreme to take on Dunkin’. Rick calls Niccol’s six-point strategy a zero-point plan.

    He thinks the board could push Niccol out before they cover Starbucks again.

    Watson Weekly Newsletter at watsonweekly.com

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    8 min
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