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...

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.
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...
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...
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...
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...
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....
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...
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...
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...
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...
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...
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...
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...
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...
Missed the latest Watson Weekend? Catch all the action from our Friday the 13th episode! We dive deep into Bolt’s eye-popping $450M Series F raise and the return of...
🔥 Watson Weekend is back! In this explosive episode, we dive deep into the major C-Level shakeups happening across top brands like Under Armour, Victoria’s Secret, and more. Are...
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