The Checkout podcast

He Built DigitalMarketer. Here's How He'd Scale Any E-Commerce Brand — Ryan Deiss

5/7/2026
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Book a call with John: https://www.thedivenewsletter.com/squeeze-page1712742970440 Wondering why you're more buried in work than you were a year and a million dollars ago? You hired helpers. Not operators. Ryan Deiss founded DigitalMarketer.com, trained 120,000 marketers, and now runs 17 companies doing $250M+ a year. In this episode, he walks through how he'd actually scale any brand from $1M to $30M+ — from the hire that unlocks scale to the three engines that power e-commerce businesses. Topics discussed: 00:00 - Introduction 00:48 - Does EOS work in e-commerce? 08:13 - The worst stage of any business 09:09 - 3 engines every e-com brand runs on 21:42 - Mapping your business for scale 26:01 - Scaling without losing time with your family 36:00 - Why founders never feel like they’re making enough 40:50 - Identity shifts as you scale 48:17 - The first role to hand off (and one you shouldn’t) 57:23 - How to hire for an undefined role 01:01:54 - What to focus on at each stage of growth 01:10:37 - Should you scale, sell, or raise at $30M? 01:17:44 - Do lead magnets work in e-commerce? Learn more about our sponsors: https://www.attentive.com/ https://fuego.io/ https://www.socialsnowball.io/ https://redo.com/ 🔗 CONNECT WITH RYAN DEISS: Instagram @ryandeiss YouTube @ryandeissofficial X @ryandeiss Website : https://scalable.co/ LinkedIn:https://www.linkedin.com/in/ryandeiss/ Free Book Get Scalable: https://www.getscalable.com/ 🔗 CONNECT WITH JOHN: https://www.linkedin.com/in/john-coyle-1bb231120/ https://www.tiktok.com/@johnjhcoyle 🔗 CONNECT WITH BART : https://szaniewski.com/ https://www.instagram.com/theszef/ https://www.linkedin.com/in/bart-szaniewski-374b1141/

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