10 minutes of expert insights every weekday. Your morning ritual for staying ahead in retail media.
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Kiri Masters Podcasts
Competing on Amazon and retail media requires you to effectively harness the growing amount of data and capabilities made available by the retail platforms. Intentwise Connect, hosted by Intentwise CEO Sreenath Reddy and Intentwise Customer Success/Product Evangelist Jason Chan, aims to share know-how and best practices through in-depth conversations with experts in advertising, marketing, sales, and more.
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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 https://www.youtube.c ...
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Freelance to Freedom: This Podcast Helps Early Freelancers Learn How to Get More Clients with Clear Strategies To Help Your Freelance Business Make More Money in Less Time
Kiri Mohan | Inspired by Jenna Kutcher, Amy Porterfield, Glennon Doyle, Brené Brown
Are you an early freelancer eager to grow but struggling with burnout and charging below your worth? This podcast helps early freelancers learn how to get more clients with clear strategies to help your freelance business make more money in less time. Listen to discover exactly how to brand your business so you are seen as an expert, create value with your services so you can price your fees at a premium, and market effectively to attract clients organically, gaining flexibility and freedom ...
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Welcome to the Master Your Leadership Podcast, where we give you insights about all facets of leadership. Join Thilan Legierse, Leadership Coach + Mediator as she speaks with leaders and experts from all over the globe who share their personal stories, reflections, and practical wisdom from their own amazing, at times challenging and rewarding, leadership journey. Get inspired and become a confident leader who motivates others.
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Amazon brands are facing record-tight margins—and it’s not just ad spend. From hidden FBA fees and rising inbound costs to shifting tariffs and competitive pricing pressures, profitability is under attack. In this episode, Jasim Eisa, CEO of Voadera, joins Sreenath Reddy, CEO of Intentwise, to unpack the real causes of margin erosion and share acti…
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What CPG Brands Actually Control with Agentic Commerce Optimization (ACO)
10:21
10:21
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10:21A lot of brands are focused on Generative Engine Optimization (GEO) right now — making sure their products surface when consumers ask ChatGPT, Perplexity, or Claude for recommendations. That’s a great first step. But as I explain in this episode, the next frontier isn’t just about being found — it’s about being bought. We’re entering an era where A…
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ONE Simple Referral Strategy to Build a Steady Stream of Freelance Clients
3:24
3:24
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3:24Have you ever wondered how to ask for referrals in a way that is not awkward or pushy? If you’re a freelancer or service provider who finished a client project, delivered great results, and wondered why the referrals still aren’t coming in, listen to this episode with real strategies that work. Relying on word-of-mouth can feel like waiting for luc…
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AI Search to Disrupt Discovery for Retailers — Here's 3 Companies Thinking Outside The Box
8:58
8:58
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8:58In this episode, I dive into one of the biggest questions facing retail media leaders today: how can retailers and brands adapt as AI-driven shopping agents and zero-click discovery start reshaping how consumers buy? With sponsored search revenue under pressure and growth slowing across the industry, it’s time to look at creative alternatives to th…
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Apply For The Damn Award & Conquer Your FOPO (Fear Of Other People's Opinions)
6:37
6:37
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6:37How many times have you not hit publish, not applied, or not shared your achievements because of fear of what others might think? In this episode, I’m diving into the concept of Tall Poppy Syndrome - a cultural tendency to cut down those who stand out - and how it feeds into FOPO, the fear of other people’s opinions. After being named one of the Na…
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AVOID These Clients That Will Destroy Your Freelance Confidence and Business
16:11
16:11
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16:11Have you ever gotten off a discovery call with a client and felt that uneasy gut feeling, wondering if they’re serious about working with you? Learn from the lessons of experienced freelancers who know that catching red flags early is what keeps your business stress-free and profitable. This episode will help you protect your time, energy, and inco…
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What is a 'CommerceGPT'? ['Snips' from Cocktails & Commerce]
11:37
11:37
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11:37In this 'Snips' episode, I’m adding commentary to clips of one of my favorite ecommerce podcasts: Cocktails & Commerce with Brian Walker and Bill Friend. These two industry veterans bring on some of the sharpest minds in digital commerce, and in this snippet, they’re joined by John Andrews, co-founder and CEO of Cimulate, a generative AI company fo…
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The Watson Weekend Halloween Special hosts Rick Watson, Jessica Lesesky, and Nick Kaplan discuss 2025 retail and tech headlines with a Halloween twist. Think of it as the e-commerce and retail news version of Saturday Night Live, but it happened on a Friday. The headline hangover features criticism of Pinterest's AI-powered personalization as a reb…
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Breakdown of How Sam's Club Cracked the Code on In-Store Retail Media
10:08
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10:08Despite the buzz surrounding in-store retail media, most retailers are still struggling to move beyond the pilot phase. But Sam’s Club? They’ve done it, and done it well. After touring one of their clubs in Murfreesboro, Tennessee, with Harvey Ma, Head of Sam’s Club’s Member Access Platform, I witnessed firsthand how they’ve turned what’s typically…
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Why Mastering a Strong Onboarding Process Leads to Happier, Higher-Paying Freelance Clients
4:27
4:27
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4:27Are you losing time, energy, or even clients because your onboarding process is a total afterthought? Many freelancers jump straight into client work after the contract is signed, only to hit roadblocks, miscommunications, or missed expectations. This episode dives into how a streamlined, thoughtful onboarding process can eliminate chaos and set th…
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How Retailers Can Evolve To Compete With Agentic Shopping ['Snips' from Commerce Media Matters & Mind the Model]
10:06
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10:06I’m a total podcast junkie, and today I’m bringing you another episode in my 'Snips' series, where I share bite-sized highlights from fascinating conversations and add my personal commentary. This one’s a crossover between Commerce Media Matters and Mind the Model, a newer podcast that’s quickly made its way into my regular rotation (find both show…
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The Secret Hopes & Dreams of RMN Leaders [New Research Preview]
7:11
7:11
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7:11Last week, I got a first look at groundbreaking new research from EMARKETER and Bain that flips the retail media conversation on its head. Instead of surveying brands and media buyers, this study goes straight to the source, the leaders of Retail Media Networks (RMNs), to uncover their honest perspectives on what’s working, what’s not, and where th…
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The Hidden Reason You’re Not Booking More Freelance Clients (Hint: It’s Not Your Rates)
14:42
14:42
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14:42What if the reason you're not landing more clients isn’t about your pricing or portfolio but because you don’t truly know your own business? If you’re an early freelancer, you might think you’ve got your services nailed down. But there’s a big difference between knowing what you do and being able to clearly articulate your value in a way that emoti…
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Multi-Retailer Networks [Livestream Highlight]
11:07
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11:07In my recent LinkedIn Live with Andreas Reiffen, co-founder and CEO of adtech company Pentaleap, we dove into one of the most intriguing shifts happening in retail media right now: the rise of multi-retailer ad networks. This isn’t just about another layer of technology, it’s about simplifying one of the biggest pain points for brands and media buy…
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How Caddis Uses Mirakl To Service An Underserved Demographic Via Marketplaces With Emma Spagnuolo
1:03:18
1:03:18
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1:03:18Watson Weekend podcast hosts Rick Watson and Jessica Leseski cover retail industry news, including Target's struggles and layoffs, potential large tariff refunds pending a Supreme Court ruling, and merchandising challenges for Netflix's hit series K-pop Demon Hunters. They discuss Amazon's launch of AWS RTB fabric, a cloud infrastructure for progra…
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Underrated Retail Media Metrics That Fly Under The Radar [Panel Episode]
6:50
6:50
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6:50We all know the usual suspects — ROAS, impressions, clicks — but what if the real indicators of retail media success are hiding in plain sight? In this episode, I ask four leading brand-side retail media experts a simple but revealing question: What’s the metric you’re obsessed with that everyone else seems to ignore? You’ll hear why one leader swa…
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ONE Website Update To Instantly Brings More Freelance Clients Your Way
1:45
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1:45What if there was one update that could stop costing you clients in your freelance business? If you're a freelancer struggling to get more eyes on your services, your website might be working against you. This week’s tip tackles the simple updates you need to make to your website to start attracting dream clients. In this mini-episode, you will: Le…
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Brian Monahan Is Going Big With Albertsons Media Collective ['Snips' from The Snarketing Podcast]
8:45
8:45
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8:45A few weeks ago, I sat down with Brian Monahan of Albertsons Media Collective, for a profile in The Drum. And let me tell you, Brian isn’t your typical corporate executive. He’s unfiltered, entrepreneurial, and not afraid to say what everyone else in retail media is only thinking. In this 'Snips' episode, I dive into some of the biggest insights fr…
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Is ChatGPT's Instant Checkout 'Really' Agentic? And Does It Actually Matter?
10:15
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10:15The retail world is buzzing over OpenAI’s new Instant Checkout. But here’s the big question: is it truly agentic commerce, or just another slick integration? In this episode, I break down the debate between definition purists and pragmatists, unpack what 'agentic' really means in the context of AI-assisted shopping, and explore why this conversatio…
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Unlock the Confidence You NEED to Finally Charge Higher Fees and Book More Freelance Clients
14:31
14:31
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14:31Have you ever felt unsure if your rates are “too high”, or worse, had a client tell you they are not in their budget? As a freelancer, figuring out how to price your services confidently can feel like walking a tightrope. Charge too little and you burn out, charge too much and you risk losing clients. This episode is your roadmap to confidently pos…
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Will LLMS Monetize With Ads or Marketplaces? [Retailgentic Crossover]
9:39
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9:39Today I’m doing something a little different! Instead of my usual trends and insights, I’m sharing a clip from my recent guest appearance on Scot Wingo’s podcast, Retailgentech. Scott flipped the script and let me ask him about his career journey, his perspective on where retail is headed, and one of the biggest questions in e-commerce right now: H…
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From Spreadsheets to Shipping Label Fraud and Cross-Border e-Commerce with Tommaso Tamburnotti
1:04:03
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1:04:03Watson Weekend hosts Rick Watson and Nick Kaplan discuss the retail industry's current state, emphasizing AI's integration into shopping experiences, such as Walmart's partnership with OpenAI. They highlight the rapid innovation driven by AI, including new tools like OpenAI's video creation app, and note the proliferation of AI partnerships across …
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Agentic Shopping Looks Crazy. So Did Self-Service Supermarkets.
13:47
13:47
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13:47In this episode, I start with a trip back to 1916, when Clarence Saunders launched the first self-service supermarket, Piggly Wiggly, and everyone thought it was a ridiculous idea. Customers serving themselves? Paying cash instead of running a tab? Madness. Yet, it reshaped retail forever. I use that story as a lens to explore today’s 'crazy-soundi…
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Live from Amazon Accelerate: Behind the scenes with AMC’s Director, Alan Lewis
21:00
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21:00Recorded live at Amazon Accelerate 2025, this special episode of the Intentwise Connect podcast features Alan Lewis, Director of AMC Clean Rooms and one of the first product managers for Amazon Marketing Cloud (AMC). Alan dives into the massive announcement that AMC is now available to anyone using Sponsored Ads without any special setup. He recoun…
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Dollar General’s Austin Leonard Is Bullish On 'Last Mile' Opportunity
7:09
7:09
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7:09When you think about retail media, you probably picture shoppers scrolling through Instacart or Walmart’s app. But what about the millions of Americans living far from big-box stores? That’s exactly where Dollar General sees its biggest opportunity. And Austin Leonard, just three months into leading the Dollar General Media Network (DGMN), is on a …
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I Got Prime Deals. Or Did I? Why Consumer Distrust Is AI Shopping's Real Opening
9:47
9:47
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9:47Last week, I fell into the hype of Amazon’s Big Deal Days. And as the boxes arrived on my doorstep, I couldn’t shake one uncomfortable thought: "did I actually get a deal?" In this episode, I unpack why online shopping feels less like convenience and more like detective work these days. From inflated list prices and contradictory product info, to f…
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Unlock the SUCCESS Mindset No One Tells You About to Land MORE Freelance Clients
15:23
15:23
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15:23What if the only thing standing between you and a steady stream of freelance clients is actually your mindset? As a freelancer, it’s easy to get trapped in perfectionism, self-doubt, or fear of putting yourself out there. If you’ve ever hesitated to pitch a client, or show up on social media, this episode tackles the real mental blocks holding you …
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The Fairy Godmother Of Retail Media, Cara Pratt, And Her Agenda At Circana
8:15
8:15
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8:15In today’s episode, I’m diving into one of the biggest challenges facing retail media today: measurement. Retailers may be racing to launch flashy new ad formats and in-store screens, but brands are asking for something far more fundamental — proof that their advertising dollars are working. Enter Cara Pratt, the new President of Global Retail and …
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Search Is In An Advantageous Position For AI-based Commerce with John Andrews
1:04:31
1:04:31
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1:04:31The latest Watson Weekend podcast episode, hosted by Rick Watson and Jessica Lesesky, discusses recent retail developments, including the elimination of the de minimis rule impacting U.S. imports, Starbucks' Taylor Swift-themed in-store experience to regain customers, Instacart 's integration with Tiktok for retail media targeting, and Paypal 's 5%…
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Retail Media's Measurement Problem Isn't Technical — It's Political
11:26
11:26
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11:26In this episode, I break down some of the key insights from my recent op-ed for WARC on the state of retail media measurement standards. While there’s been progress with guidelines from the IAB and MRC, real adoption is still patchy, and the reasons why might surprise you. I explore why brands and retailers alike are struggling to align on measurem…
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Trade vs. Retail Media: Who's Really Eating Whom? ['Snips' from Particular Audience & The Middlemen]
9:48
9:48
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9:48In this 'Snips' episode, I dive into one of the biggest debates shaking up the commerce world: is retail media eating trade marketing, or is it the other way around? To unpack this, I analyse commentary from two industry leaders who see the collision from very different vantage points. James Taylor of Particular Audience makes a strong case that tr…
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AI Makes Shopping Easier, But Shoppers Still Check Receipts
10:46
10:46
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10:46By Kiri Masters
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The ULTIMATE AI Guide to Attract Clients and Avoid Costly Mistakes in Your Freelance Business
21:41
21:41
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21:41By Kiri Mohan | Inspired by Jenna Kutcher, Amy Porterfield, Glennon Doyle, Brené Brown
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In what ways are using AI today that you weren't a year ago? [Panel]
8:17
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8:17By Kiri Masters
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The Internal Conflicts Retail Media Networks Create Inside Retailers and Brands with Kiri Masters
1:14:35
1:14:35
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1:14:35Watson Weekend hosts Rick Watson and Jessica Lesesky cover the latest retail industry news and trends this week. The headline hangover includes Gen Z's influencer-driven purchases, Mastercard's entry into retail media advertising, potential U.S. government influence over TikTok's algorithm, and Stripe's AI-powered commerce platform. Guest Kiri Mast…
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Best Buy's Ad Platform Play: 'We Got Next'
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10:18In this episode, a reproduction of my September 16 article on The Drum, I break down Best Buy’s bold move into the retail media space with its first advertising showcase 'We Got Next'. This streaming event marked a pivotal step for the electronics retailer, not just in unveiling in-store ad packages and sports partnerships, but in signaling a much …
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AI Shopping Hits 75% Adoption ['Snips' from Retailgentic]
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11:54
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11:54In this 'Snips' format, I provide commentary to highlights from a recent episode of the Retailgentech podcast, where host Scott Wingo spoke with Melissa Minkow, Global Director of Retail Strategies & Insights at CI&T. Melissa shared snippets of brand new survey data revealing that a whopping 75% of consumers are now using AI tools at some point in …
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Domino’s might have been ahead of its time when it launched 'Anywhere' ordering back in 2015, but today, social commerce is taking convenience to the next level. In this episode, I dive into the world of social commerce, the seamless integration of shopping directly within social platforms like TikTok and Instagram, and why it’s reshaping how brand…
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5 SECRETS to Securing Your Dream Freelance Client in Less than THREE Months
17:50
17:50
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17:50What if landing your next client didn’t take months of waiting, but just a few focused actions you could start today? If you're tired of spinning your wheels on platforms like Upwork or feeling invisible online, this episode breaks down exactly how freelancers and service providers like you can stand out and sign your next client fast. By the end o…
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Why 'Omnichannel' Misses the Point [New Research From The Digital Shelf Institute]
10:42
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10:42We’ve all heard the buzzword 'omnichannel' tossed around, but what if it’s the wrong way to think about digital commerce? In this episode, I dive into fresh research from the Digital Shelf Institute and share my take on why focusing on channels misses the bigger picture: the consumer journey. From digitally influenced sales, to the rise of insurgen…
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Influencer Marketing Should Be A Car That Can Be Driven Anywhere with Kristen Wiley
51:26
51:26
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51:26The Watson Weekend hosts Rick Watson and Jessica Lesesky discuss recent retail headlines, including Amazon's $2.5 billion lawsuit over alleged Prime subscription deception, Walmart's significant referral traffic from ChatGPT, Sephora's new affiliate program aimed at beauty creators, and Meta's talks with Google to enhance ad targeting using AI. The…
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Managing a Multi-Retailer RMN Stack (Part 3 of 3)
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10:14Over the past two weeks, I’ve been sitting down with Cody Tusberg, EVP of Connected Commerce and Retail Media Services at Acosta Group, to dig into some of the biggest challenges and opportunities in retail media. We started by exploring the inner workings of retailer organizations and how brands can navigate those dynamics. Then we talked about da…
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Underrated Advice For Choosing A Retail Media Agency Partner [Panel]
7:16
7:16
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7:16Choosing the right retail media agency can be a make or break decision, but most brands are asking the wrong questions. In this episode, I called on several seasoned brand leaders who’ve been through the agency selection process to get their insights. We spoke about the often-overlooked factors that truly matter when choosing an agency partner: fin…
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Building Retail Media Federations: Foundations and Barriers (Part 3)
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13:00Retail media federations sound like a no-brainer: retailers pooling their audiences and inventory to attract bigger ad dollars while keeping their unique value intact. But in reality, making federations work requires solving some thorny technical, governance, and cultural challenges. In this episode (part three of my retail media alliances series),…
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7 Must Ask Questions to Land High Quality Freelance Clients and Make Money Faster
15:14
15:14
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15:14Are you looking to land a client that is the perfect match? If you’re ready to stop taking on clients just for the paycheck and start turning sales calls into consistent, higher-paying work, this episode reveals the intentional questions that help you land more of the right clients and increase your income. By the end of this episode, you will: Lea…
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Meet The First Retail Media Federations & Consortiums (Part 2)
10:07
10:07
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10:07Last week’s big announcement from Best Buy caught my attention. Not just because of its splashy branding moves with gaming and sports, but because it hinted at a more collaborative model for retail media. Could this be the beginning of federations and consortiums reshaping the retail media landscape? In this episode, I dive into part two of my seri…
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How a 115-Year-Old Company Uses A Framework That Contains Bridges, Boats, and Moats with David Katz
1:20:10
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1:20:10The Watson Weekend is sponsored by Rithum because if you’re in commerce, this is the event you can’t miss. Rithum LIVE is happening Sept 25 in New York City and Oct 9 in London—bringing together top brands, retailers, and leaders for a full day on the future of commerce. Learn more at rithum.com/nyc Hosts Rick Watson and Jessica Lesesky begin the s…
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Growth Beyond Amazon: Tapping Into Retail Media's Broader Opportunities (Part 2 of 3)
8:25
8:25
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8:25Amazon may dominate the retail media landscape, but is your brand missing growth opportunities by focusing too narrowly? In the second installment of this 3-part series, I’m joined once again by Cody Tusberg, EVP of Digital Commerce and Retail Media Services at Acosta Group, to explore what it really takes to win in retail media beyond Amazon. We d…
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ROAS Isn’t Enough — The Buyer’s Checklist for Retail Media
9:54
9:54
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9:54Too often, retail media performance gets boiled down to a single number: ROAS. But is that really enough to guide smart investment decisions? In this episode, I share another highlight from the Retail Media Tech Jam livestream with Tom Limongello and Scott Messer from The Middlemen podcast. Together, we unpack why relying solely on ROAS can be misl…
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Retail media has exploded in recent years, but is it already falling into a dangerous cycle? In this episode, I share highlights from a recent LinkedIn Live I hosted with Tom Limongello and Scott Messer from The Middlemen podcast. We dove into why retailers are so secretive about their tech stacks, what that means for brand-side buyers, and whether…
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