Playbook by Michael morgenstern

Michael Morgenstern

The Playbook Podcast is concentrated operational truth. Founders, VCs, operators, and capital allocators who've actually scaled things — talking about what worked, what broke, and what they'd never do again. No panel-speak, no thought leadership theater. Just the tactical lessons, hard-won frameworks, and real math behind building companies and deploying capital. They happen to be in Miami. The signal is universal.

  1. Oct 26 ·  Video

    Why Most Marketing Attribution Is Wrong | Olivia Kory, Haus

    In this episode, Olivia Kory, Chief Strategy Officer at Haus, breaks down why traditional marketing attribution often fails to tell the full story. Drawing from her experience at Netflix and Sonos, Olivia explains how incrementality testing helps brands uncover what is actually driving business growth and eliminate wasted ad spend. We discuss marketing measurement, attribution models, incrementality testing, ad spend efficiency, media mix optimization, and the future of data-driven marketing. If you're a marketer, founder, e-commerce operator, or growth leader looking to improve marketing performance, this conversation is packed with actionable insights. CHAPTERS: 0:00 Introduction to Olivia Kory 0:42 What Haus Does 1:25 Why Marketing Measurement Is Difficult 2:08 Understanding Cause and Effect 2:50 Finding Signal in the Noise 3:35 Customer Success Stories 4:20 Improving Marketing Performance 5:05 The Problem With Attribution 5:50 Building Better Marketing Decisions 6:35 Common Ad Spend Mistakes 7:20 Why Brands Waste Marketing Budget 8:00 The Future of Incrementality Testing 8:35 Final Thoughts  Playbook is shot, edited, produced, and published by Short Form Media http://shortformmedia.co CONNECT WITH OLIVIA KORY:  Website: olivia@haus.io  X:https://x.com/oliviaakory  Linkedin:https://www.linkedin.com/in/olivia-kory-50230812/ CONNECT WITH PLAYBOOK BY MICHAEL MORGENSTERN:  Instagram: @michaeljmorgenstern  Apple Podcast: https://podcasts.apple.com/us/podcast/playbook-by-michael-morgenstern/id1879332626 Essential listening for founders, operators, and anyone building in the AI era. 🔔 Subscribe for weekly conversations with the world's top founders and operators. Playbook is proudly working with Airwallex — the global financial and banking platform built for ambitious businesses. Learn more at airwallex.com

  2. Oct 19 ·  Video

    How AI Is Changing the Way We Shop for Fashion | Lisa Yamner, Daydream

    In this episode, we sit down with Lisa Yamner, the co-founder and Chief Brand Officer at Daydream, an innovative AI-powered fashion search and discovery platform. Lisa shares how natural language and chat-based AI are disrupting traditional e-commerce, making online clothing shopping highly personalized, and completely changing the retail marketing funnel. We dive into the big challenges facing the retail industry today, from solving the massive returns problem to filtering out counterfeit brands. Lisa also breaks down her "spicy take" on why New York City is surpassing Silicon Valley as the ultimate hub for consumer-driven AI tech, and shares a few hilarious real-world examples of how people are using conversational AI to find the perfect outfits. Whether you're interested in the future of online retail, artificial intelligence, or fashion tech entrepreneurship, this conversation offers a fascinating look at how technology is shaping the attention economy. CHAPTERS: 0:00 Introduction to Daydream 1:10 AI Fashion Search Platform 2:20 Personalized Online Shopping Experience 3:25 How AI Impacts Retail Search 4:35 Brand Discovery in E-Commerce 5:40 Evolution of Online Retail 6:45 Solving the E-Commerce Returns Problem 7:55 Artificial Intelligence and Marketing Funnels 8:40 Tech Innovation: NYC vs Silicon Valley 9:55 The Future of Consumer Tech 11:00 Understanding Consumer Shopping Habits 11:45 Fashion Industry Business Insights  Playbook is shot, edited, produced, and published by Short Form Media http://shortformmedia.co CONNECT WITH LISA YAMNER:  Website: https://daydream.ing Instagram: @daydream TikTok: @daydreamers.irl X: https://x.com/@shopondaydream (https://x.com/@shopondaydream) LinkedIn: https://www.linkedin.com/company/daydream-ing CONNECT WITH PLAYBOOK BY MICHAEL MORGENSTERN:  Instagram: @michaeljmorgenstern  Apple Podcast: https://podcasts.apple.com/us/podcast/playbook-by-michael-morgenstern/id1879332626 Essential listening for founders, operators, and anyone building in the AI era. 🔔 Subscribe for weekly conversations with the world's top founders and operators. Playbook is proudly working with Airwallex — the global financial and banking platform built for ambitious businesses. Learn more at airwallex.com

  3. Oct 12 ·  Video

    Is Brick-and-Mortar Dead? Why Retail Is Thriving Again | Amish Tolia

    Is brick-and-mortar retail really dead? According to Amish Tolia, Co-Founder and CEO of Leap, the answer is a definitive no. In this episode, Amish shares how Leap is helping modern brands launch and scale physical retail stores while creating profitable omnichannel growth strategies. We discuss the future of retail, why Gen Z and Gen Alpha are driving a return to in-store experiences, how brands can combine e-commerce with physical locations, and why malls and storefronts are seeing renewed demand. If you're interested in retail trends, entrepreneurship, e-commerce, Shopify, omnichannel commerce, and brand growth, this conversation is packed with valuable insights. CHAPTERS: 0:00 Introduction to Leap 0:45 Building the Shopify for Retail 1:30 Why Brands Need Physical Stores 2:15 Creating Strong Brand Experiences 3:00 The State of Modern Retail 3:45 Challenges of E-Commerce Growth 4:30 Why Gen Z Loves In-Store Shopping 5:15 Retail Trends and Market Opportunities 6:00 Brands Growing With Leap 6:45 How Leap Selects Partners 7:30 The Future of Omnichannel Commerce 8:00 Is Brick-and-Mortar Really Dead? 8:16 Final Thoughts Playbook is shot, edited, produced, and published by Short Form Media http://shortformmedia.co CONNECT WITH AMISH TOLIA:  Website:https://www.leapinc.com/ Instagram:@leapretail   Linkedin:https://www.linkedin.com/company/leapretail (https://www.linkedin.com/company/leapretail/posts/?feedView=all) CONNECT WITH PLAYBOOK BY MICHAEL MORGENSTERN:  Instagram: @michaeljmorgenstern  Apple Podcast: https://podcasts.apple.com/us/podcast/playbook-by-michael-morgenstern/id1879332626 Essential listening for founders, operators, and anyone building in the AI era. 🔔 Subscribe for weekly conversations with the world's top founders and operators. Playbook is proudly working with Airwallex — the global financial and banking platform built for ambitious businesses. Learn more at airwallex.com

  4. Oct 5 ·  Video

    Why AI Commerce Is Replacing Static Websites | Rishabh Jain, FERMÀT

    In this episode, Rishabh Jain, Co-Founder and CEO of FERMÀT, shares how AI is transforming the way consumers interact with brands online. From personalized shopping experiences to intelligent digital interfaces, Rishabh explains why the future of e-commerce will look dramatically different from today's static websites. We discuss AI-powered commerce, customer behavior analysis, website personalization, digital experiences, online retail innovation, and how leading brands are preparing for the next wave of consumer expectations. If you're interested in e-commerce, AI, retail technology, customer experience, and the future of online shopping, this conversation is for you.  CHAPTERS: 0:00 Introduction to Rishabh Jain 0:40 The Origin of FERMÀT 1:20 Solving Customer Experience Challenges 2:00 The Future of Commerce 2:45 Why Websites Must Become Dynamic 3:30 AI and Consumer Expectations 4:15 Understanding Customer Behavior 5:00 Creating Personalized Shopping Experiences 5:45 Predictions for the Next 3 Years 6:30 AI Adoption Challenges for Businesses 7:20 Customer Success Stories 8:05 The Vision for FERMÀT 8:52 Final Thoughts  Playbook is shot, edited, produced, and published by Short Form Media http://shortformmedia.co CONNECT WITH RISHAB JAIN:  Website: rishabh@fermatcommerce.com  X:  https://x.com/rishabhmjain & https://x.com/fermatcommerce  Linkedin:https://www.linkedin.com/in/rishabhmjain/ & https://www.linkedin.com/company/fermat-commerce/ CONNECT WITH PLAYBOOK BY MICHAEL MORGENSTERN:  Instagram: @michaeljmorgenstern  Apple Podcast: https://podcasts.apple.com/us/podcast/playbook-by-michael-morgenstern/id1879332626 Essential listening for founders, operators, and anyone building in the AI era. 🔔 Subscribe for weekly conversations with the world's top founders and operators. Playbook is proudly working with Airwallex — the global financial and banking platform built for ambitious businesses. Learn more at airwallex.com

  5. Sep 30 ·  Video

    Building a Global Brand with Only 10 People | Rahul Gandhi, Crossterra

    In this episode, Michael Morgenstern sits down with Rahul Gandhi, the founder and CEO of Cross Terra, live from the Commerce Capital Summit on a rooftop in Manhattan. Rahul breaks down how his company built an innovative operating system designed to help e-commerce brands seamlessly expand into notoriously complex international regions like China, India, Latin America, and the Middle East. Historically left to massive corporations with endless capital, Cross Terra has completely flipped the script, enabling mid-sized brands to establish turnkey global operations with minimal investment and zero operational headaches. Throughout the conversation, Rahul discusses the changing dynamics of global supply chains, rising tariff costs, and the power of leveraging local marketplaces like Tmall and JD. He also shares fascinating insights into how his small team of ten relies heavily on AI tools and localized operations to simplify logistics using a known dropship approach. Whether you are a brand executive, CFO, or e-commerce strategist looking for untapped growth channels outside of standard ad networks, this episode provides a masterclass on scaling international retail.  CHAPTERS: 0:00 Introduction to the Commerce Capital Summit 0:42 Meet Rahul Gandhi of Cross Terra 1:27 Scaling E-Commerce into Complex Regions 2:11 Why Brands Struggle with International Expansion 3:14 Testing Global Markets with Low Capital 4:12 Scaling into China, India, and Latin America 5:10 Playbook for Navigating International Logistics 6:03 Building a Small Team Powered by AI 7:19 Target Personas for E-Commerce Growth 8:20 Simplifying Supply Chain and Dropshipping Logistics 8:57 Entrepreneur Life and Family  Playbook is shot, edited, produced, and published by Short Form Media http://shortformmedia.co CONNECT WITH RAHUL GANDHI:  X: x.com/crossterrainc  Linkedin: linkedin.com/company/110744347    CONNECT WITH PLAYBOOK BY MICHAEL MORGENSTERN:  Instagram: @michaeljmorgenstern  Apple Podcast: https://podcasts.apple.com/us/podcast/playbook-by-michael-morgenstern/id1879332626 Essential listening for founders, operators, and anyone building in the AI era. 🔔 Subscribe for weekly conversations with the world's top founders and operators.

  6. Aug 25 ·  Video

    Why LinkedIn Failed at Transactions (And What Comes Next) with Chris Quinn

    In this episode of the podcast live from the Commerce Capital Summit, we sit down with Chris Quinn, the founder of Super Connector. Chris breaks down why your network is your true net worth and how his platform is pioneering the new network economy by building a literal "wallet for your network". If you are looking to monetize your connections or find a brand-new, high-converting B2B sales channel that relies on human trust rather than cold outreach, this conversation covers exactly how the platform works for both businesses and everyday connectors. We dive deep into how Chris transitioned from venture capital to launching Super Connector, how AI and automated matching via CLI are scaling warm introductions, and why traditional platforms like LinkedIn are falling short when it comes to true business transactions. Whether you are a founder, sales professional, investor, or someone looking to make a serious passive income stream through introductions, tune in to discover the future of the human data marketplace. CHAPTERS: 0:00 Introduction to Chris Quinn 0:23 What is Super Connector? 1:07 Who Can Become a Connector? 2:34 The Light Bulb Moment 3:52 Building the Network Wallet 4:50 Onboarding Businesses and CRM Integration 6:53 The Next 12 Months for Super Connector 8:02 Utilizing AI and CLI for Introductions 9:45 Turning Humans into Salespeople 11:02 How to Find Super Connector 11:25 Why LinkedIn Failed at Transactions 12:47 The Power of Proving Network Density  Playbook is shot, edited, produced, and published by Short Form Media http://shortformmedia.co CONNECT WITH CHRIS QUINN:  X:  x.com/Superconnector  Linkedin:linkedin.com/company/superconnectorinc   CONNECT WITH PLAYBOOK BY MICHAEL MORGENSTERN:  Instagram: @michaeljmorgenstern  Apple Podcast: https://podcasts.apple.com/us/podcast/playbook-by-michael-morgenstern/id1879332626 Essential listening for founders, operators, and anyone building in the AI era. 🔔 Subscribe for weekly conversations with the world's top founders and operators.

  7. Jul 6 ·  Video

    The Future of Commerce: Chelsea Zhang's Investment Playbook

    Chelsea Zhang leads commerce investing at Equal Ventures and runs the Commerce Capital Summit — which means she sees nearly every AI commerce pitch in the market and every incumbent's counter-move. That vantage point makes her one of the sharpest voices on what's real and what's noise in commerce right now. In this episode, Chelsea and Michael Morgenstern get into the agentic commerce debate — who actually captures value when an AI agent does the checkout — why founder-market fit still beats a hot sector, how brand building changes when every company has infinite creative leverage, and why relationships remain the last durable edge in venture. Chelsea also breaks down the Equal Ventures thesis, the sectors she's watching in 2026, and her most recent portfolio bets across retail, supply chain, and commerce infrastructure. If you build, invest in, or operate anything that touches commerce, this one earns the full watch. CHAPTERS: 0:00 Who Is Chelsea Zhang 0:50 Inside the Commerce Capital Summit  1:40 How AI Is Actually Changing Commerce  2:30 Brand Building When Everyone Has AI  3:20 The Equal Ventures Thesis  4:10 What Gets a Term Sheet in 2026  5:00 Founder-Market Fit, Defined  5:50 Where Venture Is Heading  6:40 The Sectors Worth Watching  7:30 Agentic Commerce: Hype vs. Reality  8:20 What AI Commerce Looks Like in Five Years  9:10 How Chelsea Picks Her Bets  10:00 Equal Ventures' Latest Investments Playbook is shot, edited, produced, and published by Short Form Media — http://shortformmedia.co CONNECT WITH CHELSEA ZHANG:  X: @zchelseaz  LinkedIn: https://www.linkedin.com/in/zhangchelsea/ CONNECT WITH PLAYBOOK BY MICHAEL MORGENSTERN:  Instagram: @michaeljmorgenstern  Apple Podcasts: https://podcasts.apple.com/us/podcast/playbook-by-michael-morgenstern/id1879332626 Essential listening for founders, operators, and anyone building in the AI era. Subscribe for weekly conversations with the world's top founders and operators.

    The Future of Commerce: Chelsea Zhang's Investment Playbook
  8. Jun 30 ·  Video

    The Untapped Market in Women's Fitness & Nutrition with Nina Khoury

    Nina Khoury joins the Playbook Podcast to discuss her journey from representing Australia in field hockey to consulting at Bain, helping scale SKIMS, and now building Sportiv, a supplement brand designed specifically for women who train. In this episode, we dive into women's fitness, strength training, supplements, protein, recovery, healthy aging, entrepreneurship, and why the wellness industry continues to overlook female consumers. Nina shares her insights on building a large consumer brands, the future of women's nutrition, and the biggest fitness mistakes women make today. CHAPTERS: 0:00 Introduction to Nina Khoury 0:48 Transitioning from Athlete to Founder 1:38 Spotting the Gap in Women's Supplements 2:21 The Growth of Women's Strength Training 3:50 Why the Wellness Market Overlooks Women 4:44 Debunking Fitness Industry Myths 5:36 What is Sportiv Labs? 6:46 Launching a Consumer Brand in Public 7:10 The Biggest Mistake Women Make in Fitness Playbook is shot, edited, produced, and published by Short Form Media http://shortformmedia.co CONNECT WITH NINA KHOURY:  Instagram: @ninackhoury (https://www.instagram.com/ninackhoury/) & @sportivlabs (https://www.instagram.com/sportivlabs/)  Linkedin: https://www.linkedin.com/in/ninakhoury CONNECT WITH PLAYBOOK BY MICHAEL MORGENSTERN:  Instagram: @michaeljmorgenstern  Apple Podcast: https://podcasts.apple.com/us/podcast/playbook-by-michael-morgenstern/id1879332626 Essential listening for founders, operators, and anyone building in the AI era. 🔔 Subscribe for weekly conversations with the world's top founders and operators.

    The Untapped Market in Women's Fitness & Nutrition with Nina Khoury

About

The Playbook Podcast is concentrated operational truth. Founders, VCs, operators, and capital allocators who've actually scaled things — talking about what worked, what broke, and what they'd never do again. No panel-speak, no thought leadership theater. Just the tactical lessons, hard-won frameworks, and real math behind building companies and deploying capital. They happen to be in Miami. The signal is universal.