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PODCAST

The Watson Weekend

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. Join us for the livestream every Friday at noon on LinkedIn at https://www.linkedin.com/in/ecommercestrategyconsulting/ and YouTube at

business business news

All Episodes

51:41

Ben Emmrich on Logistics Giants, Amazon's F You &...

The Watson Weekend ·

2025/03/02

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 innovations with special guest Ben Emmrich, CEO of Tusk Logistics. Topics include the market opportunities for Klaviyo, Temu's expansion into Canada, the resurgence of mall culture among Gen Z, and the impact of alternative carriers on shipping costs. This insightful conversation also touches on data

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47:34

Social Commerce Showdown: Josh Carter on TikTok,...

The Watson Weekend ·

2025/02/23

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 cost-saving strategies. Special guest Josh Carter joins to share insights into social commerce, influencer marketing, and the importance of being brave in brand marketing. The show features a fun segment of 'Two Truths and a Lie,' and delves into how small to medium-sized businesses can leverage social

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50:58

Survival of the Fittest: Efficiency Over Growth in...

The Watson Weekend ·

2025/02/21

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 strategy. In this insightful discussion, Scott reveals why the era of explosive revenue growth is shifting towards an "Age of Efficiency" in 2025.In This Episode:How financial pressures are forcing brands to rethink growth strategiesWhy replatforms have become a necessity rather than a luxuryThe critical role of cost optimization and

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49:49

The Evolution of Ecommerce: Innovation, Efficiency &...

The Watson Weekend ·

2025/02/14

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 leader with over 15 years of experience in retail and digital commerce.We dive into:✅ How ecommerce innovation has evolved (and where it's stalled)✅ The balance between efficiency and true disruption✅ What the future of retail and customer experience looks like✅ The biggest challenges brands face when trying to innovateFrom

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50:31

The Future of E-Commerce & Composable Commerce |...

The Watson Weekend ·

2025/02/07

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?📰 Headline Hangover: The latest trends in store closures, AI’s impact on retail, and consumer trust.🤖 Shopping Habits in 2025: Is browsing dead? Has AI taken over the retail experience?💡 Composable Commerce Unlocked: Bryan House shares how brands can stay agile in a rapidly evolving landscape.Elastic Path is a flexible, API-first

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48:12

Watson Weekend 48: Live from NRF 2025!

The Watson Weekend ·

2025/01/31

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. Get ready for insights, bold predictions, and even a dance party.

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45:00

TikTok Ban, Target's Ambitious Plan, NRF 2025 Recap...

The Watson Weekend ·

2025/01/24

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, and the end of "try before you buy."Plus, a recap of NRF 2025 and insights on the 5 Forces Affecting Commerce. Nick Kaplan joins us for Kaplan's Corner to discuss the Obituary and Resurrection strategy.Tune in for your weekly dose of retail and tech insights!

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59:13

Watson Weekend LIVE with Scot Wingo

The Watson Weekend ·

2024/12/27

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 incredible ventures like ChannelAdvisor and Spiffy while passionately supporting startups in North Carolina through the Tweener List and Tweener Fund. Now, he’s joining us to tackle some big questions—and maybe throw a few curveballs along the way! ⚾What’s on the agenda?✅ A This or That Quiz✅ Insights into Scot's podcast, being in

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52:23

The Future of Acquisitions and SaaS: Gary Benerofe’s...

The Watson Weekend ·

2024/12/20

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 in today’s ever-evolving market. Gary shares his journey from real estate to Mu Ventures, offering unique insights into the shifting landscape of SaaS, eCommerce, and supply chain investments.What we cover:🔍 Acquisitions in 2024: Why deals are scarce, and what that means for the tech world.🛠️ The Art of the Pivot: What

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42:00

Watson Weekend LIVE: 2024 in Review—The Good, The...

The Watson Weekend ·

2024/12/13

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 to epic fails.🎙️ Topics we covered:The Good: Klarna’s IPO momentum, Walmart’s resilience, and Chapter 11 law firms dominating.The Bad: NRF’s misplaced optimism about “resilient consumers” and Magento agencies stuck in the past.The Ugly: TEMU’s legal mess, Amazon’s price hikes, and eBay’s stagnant strategy.Plus:

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54:51

The Gartner Magic Quadrant Exposed + Dina...

The Watson Weekend ·

2024/11/29

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 the only lens that matters.We also sit down with Dina Rosenbloom, CEO of Hairstory, to discuss:Her journey from global brands like Estee Lauder to leading HairstoryHow she supports independent hairdressers and balances creativity with business operationsWhat bravery looks like in executing a visionKaplan’s Corner explores

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50:23

Can Shopify Sustain Its Growth? | Global Retail...

The Watson Weekend ·

2024/11/22

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. Our guest Paula Macaggi, global retail expert and host of the OFFBounds Podcast, joins us to break down the retail landscape and share what she’s learned from leaders across the world.🔹 Key Topics Covered:Is Shopify’s growth sustainable in the long term?The transformation of Shopify into a payments-driven

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51:40

Navigating the Global Marketplace Revolution | Watson...

The Watson Weekend ·

2024/11/15

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 different regions, learn about cultural nuances shaping e-commerce trends, and explore how emerging players like Temu and Shein are challenging the status quo.Key Topics Discussed:The current and future state of global marketplacesCultural differences and their impact on e-commerce successThe role of AI,

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47:24

Earnings Breakdown: Amazon, UPS & eBay Insights |...

The Watson Weekend ·

2024/11/08

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 future challenges. Get ready for expert commentary on how these earnings reflect the evolving landscape in retail and tech. Plus, Kaplan’s Corner brings sharp insights into the bigger picture of financial health and strategic moves. Tune in to catch up on this season’s key earnings reports and industry trends!

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51:16

AMA: The State of E-Commerce, Crypto Potential & Bold...

The Watson Weekend ·

2024/11/01

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 hottest industry headlines. We’re tackling your questions on the future of e-commerce, crypto in major marketplaces, the evolution of luxury brands, and if there’s still room for SI partners in a SaaS-dominated world. Plus, we’ve got insider updates from NRF and exciting upcoming RMW Commerce events.Tune in to catch a

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51:20

Holiday 2025 Predictions, Retail Peaking Too Soon |...

The Watson Weekend ·

2024/10/25

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 riseAre retailers like Lowe’s and Walmart jumping the gun with early Black Friday deals?Starbucks’ price hike—will it drive or alienate customers?LVMH’s luxury sales slump in China—is the high-end market losing its shine?The FTC’s latest move on subscription cancel cultureOur special guest Erik Huberman, CEO of Hawke Media, also

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54:40

Breaking Down Big Legal Battles: FTC v. Amazon &...

The Watson Weekend ·

2024/10/18

In this episode of Watson Weekend, we dive into the legal landscape of today's most pressing corporate issues. Our special guest, Alykhan Sunderji—Managing Attorney and founder of Sunder Legal (ex-Amazon)—joins us to unpack the landmark FTC antitrust case against Amazon, the challenges surrounding major mergers like Kroger and Albertsons, and what it all means for the future of eCommerce. We also explore privacy laws, the rising pressures of global regulations, and some behind-the-scenes stories

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51:22

Flexport's Struggles & the ILA Strike Impact: What's...

The Watson Weekend ·

2024/10/11

In this episode of Watson Weekend, we explore two major stories shaking up the logistics world. 📦⚡🔹 The ILA Union Strike: As dockworkers on the East Coast stand their ground, we discuss the potential $3.8 billion daily cost to the U.S. economy, and the ripple effects on holiday shopping, retail inventories, and global supply chains. With special guest Rajeeb Mohapatra joining the discussion, we dive deep into what this means for brands and retailers. Will Q4 be disrupted beyond repair?🔹

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33:52

Hottest Holiday Shopping Trends & Predictions! |...

The Watson Weekend ·

2024/10/04

Tune in for a packed show as we dive into the hottest holiday shopping trends and predictions, including: 1️⃣ Holiday Showdown – Who’s rocking the season better? Predictions on discounting and BNPL trends, as Adobe reports online holiday sales hitting $240.8B in the US. BNPL? The "gift" that keeps on taking! 2️⃣ Peak Too Soon? Retailers are jumping into discount mode early this year. Will consumers be ready, or is this fatigue setting in? 3️⃣ In Memoriam – A farewell to retailers we lost in 2024,

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37:01

Shoptoberfest Insights & Nike CEO's Surprising Exit |...

The Watson Weekend ·

2024/09/27

In this recap of Watson Weekend, we dive into two massive stories shaping the business world. First, we explore the excitement of Shoptoberfest and why a picture truly paints a thousand words. Then, we take a deep look at Nike's shocking leadership change as John Donahoe steps down, leaving behind a controversial legacy. Did his tech-focused vision help or hurt the iconic brand? Plus, what’s next with Elliott Hill, the new CEO who's spent 32 years climbing the ranks at Nike? Tune in for in-depth

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