DTC OG Ezra Firestone on How the Game Has Shifted and What’s Working Now

Marketing Operators - A podcast by Marketing Operators I Connor Rolain I Connor MacDonald I Cody Plofker - Tuesdays

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Today on the show we’ve got a very special guest, one of the OGs of ecommerce, Ezra Firestone.He’s been around forever, running brands like Boom by Cindy Joseph, building software companies like Zipify, and creating training businesses like Smart Marketer, all while staying hands-on in the game as the DTC landscape keeps evolving.We get into how he went from top wig drop-shipper to building and exiting nine-figure brands, and how that journey shaped the way he thinks about marketing today. Ezra breaks down the creative frameworks and persona funnels he’s using to scale - building tailored journeys that speak directly to specific customer mindsets and motivations - and why a one-size-fits-all approach no longer cuts it in today’s performance landscape.He also shares why most brands are underusing Amazon and Shop App, how to approach them as full-funnel growth channels, and what it looks like to prepare your brand for AI-native discovery through structured data and platform-level optimization. Plus, we get into Meta ad theory, challenger brand tactics and how Ezra’s role has evolved from hands-on operator to long-term strategist focused on sustainable growth, supporting great teams, and staying aligned with what actually matters.If you have a question for the MOperators Hotline, click the link to be in with a chance of it being discussed on the show: https://forms.gle/1W7nKoNK5Zakm1Xv6Chapters00:00 Introduction09:07 The Drop Shipping Business Model Explained19:26 The Shift from Drop Shipping to Brand Ownership29:21 Content as a Core Strategy in E-Commerce39:18 Storytelling and Engagement in Marketing45:04 Maximizing Amazon and Shop App Opportunities56:07 The Rise of LLMs and SEO Strategies59:20 Optimizing E-commerce Operations for Success01:00:13 Transitioning from Operator to Navigator01:06:32 The Importance of Strategic Thinking in Business01:14:08 Evaluating Business Models: E-commerce vs. Agency vs. SoftwarePowered by:Motion.⁠⁠⁠https://motionapp.com/pricing?utm_source=marketing-operators-podcast&utm_medium=paidsponsor&utm_campaign=march-2024-ad-reads⁠⁠⁠https://motionapp.com/creative-trendsPrescient AI.⁠⁠⁠https://www.prescientai.com/operatorsRichpanel.⁠⁠⁠https://www.richpanel.com/?utm_source=MO&utm_medium=podcast&utm_campaign=ytdescAftersell.https://www.aftersell.com/operatorsHaus.http://Haus.io/operatorsSubscribe to the 9 Operators Podcast here:https://www.youtube.com/@Operators9Subscribe to the Finance Operators Podcast here: https://www.youtube.com/@FinanceOperatorsFOPSSign up to the 9 Operators newsletter here: https://9operators.com/