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 52: Social Commerce Showdown: Josh Carter on TikTok, Influencer Wins, and Skims x Nike

In this episode of Watson Weekend, hosts Rick Watson and Jessica Lesecky discuss the latest in technology, e-commerce, and retail news, including Skims’ partnership with Nike and Amazon’s new...

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The Watson Weekend | Episode 51: Survival of the Fittest: Efficiency Over Growth in 2025 | Watson Weekend LIVE w/ Scott Lux

Join hosts Rick Watson and Jess Lesesky on this edition of Watson Weekend LIVE as they sit down with special guest Scott Lux—a seasoned leader in e-commerce and digital...

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The Watson Weekend | Episode 50: The Evolution of Ecommerce: Innovation, Efficiency & What’s Next w/ Dimple Rao | Watson Weekend LIVE

Ecommerce has come a long way, but are we still innovating—or just optimizing? In this episode of Watson Weekend, we sit down with Dimple Rao, a seasoned product management...

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The Watson Weekend | Episode 49: The Future of E-Commerce & Composable Commerce | Watson Weekend LIVE w/ Bryan House

This week on Watson Weekend, we’re breaking down the biggest shifts in e-commerce and AI in 2025 with Bryan House, President of Elastic Path! 🔍 What’s on the agenda?...

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The Watson Weekend | Episode 48: Watson Weekend 48: Live from NRF 2025!

We’re bringing you the exclusive recording of our live Watson Weekend event at NRF 2025, featuring Rick, Jess, Nick, and our special guest Michael Jones, CEO of Candle Science....

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The Watson Weekend | Episode 47: TikTok Ban, Target’s Ambitious Plan, NRF 2025 Recap and MORE | Watson Weekend LIVE

This week on Watson Weekend, Rick and Jess cover the biggest retail and tech news, including the potential TikTok ban, Target’s plan to shorten GTM times, Walmart’s metaverse move,...

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The Watson Weekend | Episode 46: Watson Weekend LIVE with Scot Wingo

This week, we’re thrilled to welcome Scot Wingo, a 4-time serial entrepreneur and co-host of the popular Jason and Scot Show, to Watson Weekend! 🎙️ Scot has built some...

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The Watson Weekend
The Watson Weekend
The Watson Weekend | Episode 46: Watson Weekend LIVE with Scot Wingo
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The Watson Weekend | Episode 45: The Future of Acquisitions and SaaS: Gary Benerofe’s Take on 2024 | Watson Weekend LIVE

In this episode of Watson Weekend LIVE, we’re joined by Gary Benerofe, entrepreneur and investor, to discuss the future of acquisitions, tech investments, and how to build a company...

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The Watson Weekend
The Watson Weekend
The Watson Weekend | Episode 45: The Future of Acquisitions and SaaS: Gary Benerofe’s Take on 2024 | Watson Weekend LIVE
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The Watson Weekend | Episode 44: Watson Weekend LIVE: 2024 in Review—The Good, The Bad, and The Ugly!

The good, the bad, and the ugly—Watson Weekend LIVE dives into 2024’s eCommerce rollercoaster! Nick Kaplan joined Rick Watson to unpack this year’s biggest stories, from moments of triumph...

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The Watson Weekend
The Watson Weekend
The Watson Weekend | Episode 44: Watson Weekend LIVE: 2024 in Review—The Good, The Bad, and The Ugly!
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The Watson Weekend | Episode 43: The Gartner Magic Quadrant Exposed + Dina Rosenbloom’s CEO Secrets! | Watson Weekend LIVE

This week on Watson Weekend, we break down the Gartner Magic Quadrant and its true utility in evaluating platforms. Rick explains why focusing on “Ability to Execute” might be...

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The Watson Weekend
The Watson Weekend
The Watson Weekend | Episode 43: The Gartner Magic Quadrant Exposed + Dina Rosenbloom's CEO Secrets! | Watson Weekend LIVE
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The Watson Weekend | Episode 42: Can Shopify Sustain Its Growth? | Global Retail Insights w/ Paula Macaggi

In this engaging Watson Weekend episode, we explore Shopify’s meteoric growth, what it means for their future, and whether they can truly compete as an enterprise and B2B solution....

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The Watson Weekend
The Watson Weekend
The Watson Weekend | Episode 42: Can Shopify Sustain Its Growth? | Global Retail Insights w/ Paula Macaggi
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The Watson Weekend | Episode 41: Navigating the Global Marketplace Revolution | Watson Weekend LIVE w/Jorrit Steinz

In this episode of Watson Weekend, we welcome Jorrit Steinz, Founder of ChannelEngine, to break down the evolving world of global marketplaces. Gain deep insights into marketplace strategies across...

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The Watson Weekend
The Watson Weekend
The Watson Weekend | Episode 41: Navigating the Global Marketplace Revolution | Watson Weekend LIVE w/Jorrit Steinz
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The Watson Weekend | Episode 40: Earnings Breakdown: Amazon, UPS & eBay Insights | Watson Weekend LIVE!

In this episode of Watson Weekend, we’re all about Q3 earnings season! We analyze Amazon’s impressive revenue growth, UPS’s strategic shifts in capacity, and eBay’s recent stock dip and...

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The Watson Weekend
The Watson Weekend
The Watson Weekend | Episode 40: Earnings Breakdown: Amazon, UPS & eBay Insights | Watson Weekend LIVE!
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The Watson Weekend | Episode 39: AMA: The State of E-Commerce, Crypto Potential & Bold Predictions for 2025 | Watson Weekend LIVE!

Join us for an interactive, live AMA episode of Watson Weekend! With a powerhouse panel—Rick, Jess, and Nick, moderated by Vinny—this session is packed with real-time insights on the...

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The Watson Weekend
The Watson Weekend
The Watson Weekend | Episode 39: AMA: The State of E-Commerce, Crypto Potential & Bold Predictions for 2025 | Watson Weekend LIVE!
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The Watson Weekend | Episode 38: Holiday 2025 Predictions, Retail Peaking Too Soon | Watson Weekend LIVE w/Erik Huberman

In case you missed it, last week’s Watson Weekend was packed with insights! We covered: Adobe’s holiday sales predictions for 2025, mobile shopping dominance, and BNPL’s rise Are retailers...

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The Watson Weekend
The Watson Weekend
The Watson Weekend | Episode 38: Holiday 2025 Predictions, Retail Peaking Too Soon | Watson Weekend LIVE w/Erik Huberman
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