Loud Speaker / The Watson Weekend

The Watson Weekend

Hosted ByRick Watson & Jess Lesesky

Welcome to The Watson Weekend – a rollicking weekly live conversation (and dance party) about all things retail, tech, and ecommerce! Hosts Rick Watson and Jess Lesesky and guests from all around the ecommerce world cut through the BS and bring you no-nonsense conversation, deep insights, and opinions that aren’t afraid to be contrarian.


All Episodes

The Watson Weekend | Episode 67: Shopify Editions Recap Conversation With Shopify Agencies

Nick Kaplan steps in as guest co-host with Rick Watson —and yes, we doubled up on Nicks because mediocrity requires one, but excellence needs two. Nick and Rick, who...

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The Watson Weekend
The Watson Weekend
The Watson Weekend | Episode 67: Shopify Editions Recap Conversation With Shopify Agencies
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The Watson Weekend | Episode 66: VTEX & Mach Alliance Leaders Debate the Future of Enterprise Architecture

INDUSTRY DEBATE: VTEX co-founder Mariano Gomide de Faria sits down with Mach Alliance President Casper Rasmussen after his viral LinkedIn post that sparked major discussion in the e-commerce world!...

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The Watson Weekend
The Watson Weekend
The Watson Weekend | Episode 66: VTEX & Mach Alliance Leaders Debate the Future of Enterprise Architecture
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The Watson Weekend | Episode 65: BigCommerce Marketing is ‘Pretty Crap’ Says Industry Insider | Adobe vs Shopify Platform Wars

In this no-holds-barred conversation, Rick Watson sits down with Jo Baker, CEO of ShipperHQ, for a brutally honest discussion about the current state of e-commerce platforms. From Adobe’s struggles...

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The Watson Weekend
The Watson Weekend
The Watson Weekend | Episode 65: BigCommerce Marketing is 'Pretty Crap' Says Industry Insider | Adobe vs Shopify Platform Wars
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The Watson Weekend | Episode 64: Destination Unknown With The Lead Summit’s Sonal Gandhi and Noah Gellman | Watson Weekend Ep. 64

It is a reunion show. Hosts Jessica Lesesky and Nick Kaplan run the Watson Weekend while Rick Watson is away. A longer headline hangover, as there is a lot...

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The Watson Weekend
The Watson Weekend
The Watson Weekend | Episode 64: Destination Unknown With The Lead Summit's Sonal Gandhi and Noah Gellman | Watson Weekend Ep. 64
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The Watson Weekend | Episode 63: The $36 Trillion B2B Commerce Revolution: Insider Insights from VC Jack Freeman | Watson Weekend Ep. 63

Join hosts Rick Watson and Jessica Leseski as they dive deep into the massive potential of B2B e-commerce with Jack Freeman, Partner at PeakSpan Capital. With B2B commerce now...

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The Watson Weekend
The Watson Weekend
The Watson Weekend | Episode 63: The $36 Trillion B2B Commerce Revolution: Insider Insights from VC Jack Freeman | Watson Weekend Ep. 63
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The Watson Weekend | Episode 62: Marketing in Uncertain Times: Erik Huberman of Hawk Media on Why Cutting Ad Spend is Always a Mistake | The Watson Weekend Ep. 62

In this episode of The Watson Weekend, hosts Rick Watson and Jess Lesetsky welcome Hawk Media founder & CEO Erik Huberman to discuss digital marketing strategies during economic uncertainty....

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The Watson Weekend
The Watson Weekend
The Watson Weekend | Episode 62: Marketing in Uncertain Times: Erik Huberman of Hawk Media on Why Cutting Ad Spend is Always a Mistake | The Watson Weekend Ep. 62
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The Watson Weekend | Episode 61: Inside Vivrelle: How This Luxury Membership Club is Disrupting Designer Fashion | The Watson Weekend Ep. 61

In this episode of The Watson Weekend, Rick and Jess welcome Donna Felix, VP of Product & E-commerce at Vivrelle, the innovative luxury fashion membership club that’s changing how...

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The Watson Weekend
The Watson Weekend
The Watson Weekend | Episode 61: Inside Vivrelle: How This Luxury Membership Club is Disrupting Designer Fashion | The Watson Weekend Ep. 61
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The Watson Weekend | Episode 60: Marketplace Mastery: Jordan Sielaff on Amazon Success, AI Evolution & The Future of E-Commerce

In this episode of The Watson Weekend, Rick Watson and Nick Kaplan dive into the evolving world of marketplaces with special guest Jordan Sielaff, co-founder and CEO of Geared....

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The Watson Weekend
The Watson Weekend
The Watson Weekend | Episode 60: Marketplace Mastery: Jordan Sielaff on Amazon Success, AI Evolution & The Future of E-Commerce
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The Watson Weekend | Episode 59: Leadership in Crisis: GM’s Sid Jatia on Execution, Team Alignment & Navigating Market Uncertainty

In this episode of The Watson Weekend, hosts Rick Watson and Jessica Lesesky navigate the turbulent economic landscape with special guest Sid Jatia, VP of Digital Commerce and Service...

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The Watson Weekend
The Watson Weekend
The Watson Weekend | Episode 59: Leadership in Crisis: GM's Sid Jatia on Execution, Team Alignment & Navigating Market Uncertainty
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The Watson Weekend | Episode 58: The Amazon Power Play: John Shea Breaks Down Trillion Dollar Tactics & Retail Media’s Future

In this episode of The Watson Weekend sponsored by Elastic Path, hosts Rick Watson and Jessica Lesesky explore the latest developments in e-commerce and retail with special guest John...

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The Watson Weekend
The Watson Weekend
The Watson Weekend | Episode 58: The Amazon Power Play: John Shea Breaks Down Trillion Dollar Tactics & Retail Media's Future
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The Watson Weekend | Episode 57: ShopTalk Controversies: AI Agents, Vendor Battles & Influencer Influence

In this episode of Watson Weekend, hosts Rick Watson and Nick Kaplan dive into the latest updates in retail technology and e-commerce. They share their experiences from the ShopTalk...

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The Watson Weekend
The Watson Weekend
The Watson Weekend | Episode 57: ShopTalk Controversies: AI Agents, Vendor Battles & Influencer Influence
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The Watson Weekend | Episode 56: Stephen Cope on Shaping B2B E-commerce: Tech Transformation at ASTRAK, Strategic Acquisitions & Future Growth

In this episode of Watson Weekend, hosts Rick Watson and Jessica Lesesky dive into the latest e-commerce and retail news. They discuss Skims’ innovative strategies, Forever 21’s looming bankruptcy,...

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The Watson Weekend
The Watson Weekend
The Watson Weekend | Episode 56: Stephen Cope on Shaping B2B E-commerce: Tech Transformation at ASTRAK, Strategic Acquisitions & Future Growth
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The Watson Weekend | Episode 55: Matthew Steinbrecher on Cross-Border Commerce, Walmart vs. China & Shein’s New Strategies

In this episode of Watson Weekend, hosts Rick Watson and Jessica Lesecky dive into the latest in retail, tech, and e-commerce news. Key topics include China’s pushback against Walmart’s...

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The Watson Weekend | Episode 54: Mike Ryan on Ecom Shake-Up: Google’s Search Crisis & PMAX Evolution

In this episode of Watson Weekend, hosts Rick Watson and Jessica Lesesky dive into the latest in e-commerce and retail news. They discuss Shopify’s new AI feature and review...

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The Watson Weekend | Episode 53: Ben Emmrich on Logistics Giants, Amazon’s F You & Emerging Carriers

In this episode of Watson Weekend, hosts Rick Watson and Jessica Lesesky dive into the latest trends in e-commerce, retail, and technology. They discuss the logistics industry’s complexities and...

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