The Watson Weekly: eCommerce Strategy & News

Today on our show:Sam Altman Testing AdLowes to license its checkoutAI meets Davos and a Jassy SightingClaude Code Is Having a Viral Moment- and finally, The Investor Minute, which contains 3 items this week from the world of venture capital, acquisitions, and IPOs.Today's episode is sponsored by Rithum.https://www.rmwcommerce.com/ecommerce-podcast-watsonweekly

Most AI pilots fail—at least, that’s the headline. But today’s guest is proving that doesn’t have to be true.In this Watson Weekly interview, Rick Watson goes behind the scenes with Chris Kellner, CEO of DigitalGenius, to discuss how a decade-old AI pioneer is navigating the modern LLM explosion. We move past the hype to explore how AI is actually rewriting the playbooks for sales, marketing, and customer support.In this episode, you’ll learn:* The "Locomotive" Metaphor: Why DigitalGenius didn't have to reinvent itself, but rather accelerated on existing tracks.* Sales & Marketing Rewired: How Chris’s team uses AI for call coaching, MEDPIC scorecards, and CRM automation to let humans focus on high-value closing.* UK vs. US Market Mismatch: Why traditional outbound playbooks failed when crossing the Atlantic and what they did to fix it.*The Competition for Culture: How an internal "Agent-Building" competition spurred unexpected creativity across the company.3 Hard Lessons in AI Support: The essential checklist for any leader deploying AI in customer service today.Chapters00:00 – Intro: Turning AI buzz into customer wins 03:15 – Chris Kellner’s journey from Banking to SaaS CEO 07:40 – Acceleration vs. Reinvention: Building the AI train line 14:20 – Rewiring GTM: AI call coaching and MEDPIC scorecards 22:10 – Market Mismatches: Lessons from scaling from the UK to the US 30:45 – Culture & Internal Adoption: The AI Agent competition 38:30 – Why most AI pilots fail (and how to make yours succeed) 45:15 – Build vs. Buy: When to go in-house and when to use a vendor 52:00 – Closing thoughts and key takeaways#watsonweekly #ai #customersupport

Today on our show:Walmart Shakes Up Its Leadership RanksNRF 2026 RecapMore Content Coming To You from the Watson Weekly- and finally, The Investor Minute which contains 4 items this week from the world of venture capital, acquisitions, and IPOs.Today's episode is sponsored by Rithum.https://www.rmwcommerce.com/ecommerce-podcast-watsonweekly

Today on our show:It’s Time to Be Bold in 2026Welcome to NRF- and finally, The Investor Minute which contains 5 items this week from the world of venture capital, acquisitions, and IPOs.Today's episode is sponsored by Rithum.https://www.rmwcommerce.com/ecommerce-podcast-watsonweekly

Today on our show it’s no news, just thank yous.It’s been a roller coaster of a year for everyone, and despite everything, you have tuned in. Walking your dog, on the way to work, even in the shower you were there. Listening, laughing, cringing, and hopefully, even learning.I started this podcast back in 2021 and look forward to doing it for many more years. The fact that our content and presence continue to grow each year is a testament to you.So, here it is. Thank you for listening. If you like what we’re doing, reach out. Tell us what you like about it, recommend it to a friend. And of course, have a Happy Holidays wherever the end of this year takes you.This is Rick Watson, signing off for the year. I also wanted to say a huge thank you to my partners in crime Hendrik, Libby, Kaylea, Jacque, Vinny and Ron, without you this podcast would not be possible.Today's episode is sponsored by Mirakl.https://www.rmwcommerce.com/ecommerce-podcast-watsonweekly

Today on our show:Shopify Winter Editions 2025 Special Podcast- and finally, The Investor Minute which contains 5 items this week from the world of venture capital, acquisitions, and IPOs.Today's episode is sponsored by Mirakl.https://www.rmwcommerce.com/ecommerce-podcast-watsonweekly

Today on our show:Black Friday Cyber Monday - You Devil You!Sam Altman Calls a Code Red to Stop Google ThreatAmazon and Visa Partner on Agentic PaymentsNike CEO Purges John Donahoe’s Lieutenants- and finally, The Investor Minute which contains 3 items this week from the world of venture capital, acquisitions, and IPOs.Today's episode is sponsored by Mirakl.https://www.rmwcommerce.com/ecommerce-podcast-watsonweekly

Today on our show:Walmart Plans a CEO TransitionCommerce Operations Foundation Critical to Our Common Agentic FutureIntuit's Announcement Makes it Clear: OpenAI Coming for Operating SystemsWalmart Earnings Call Important for Everyone to Understand- and finally, The Investor Minute which contains 5 items this week from the world of venture capital, acquisitions, and IPOs.Today's episode is sponsored by Rithum.https://www.rmwcommerce.com/ecommerce-podcast-watsonweekly

Amazon is doubling down on its grocery strategy with same-day facilities to boost sales and frequency. Doug McMillon's exit from Walmart marks a pivotal leadership change as his tenure focused on digital transformation. TheRealReal reports impressive growth, highlighting consumer trends of trading down. Google introduces exciting new AI shopping features, enhancing the consumer experience and competing with OpenAI. Plus, a quick rundown of significant investment and acquisition news shakes up the venture capital scene.

Today on our show:Implications of Amazon Working with OpenAI and ChatGPTShopify Reports Great Q3 EarningsSome of the Worst Mistakes I Made First Time as CEOKlaviyo’s Earnings Answer Some Key Questions- and finally, The Investor Minute which contains 5 items this week from the world of venture capital, acquisitions, and IPOs.Today's episode is sponsored by Rithum.https://www.rmwcommerce.com/ecommerce-podcast-watsonweekly