The Boring Ecom Podcast Building and Selling a $10M+ App: Dennis Hegstad's Journey To An 8 Figure Exit
May 23, 2025
In this engaging conversation, Dennis Hegstad, a serial entrepreneur known for his innovative ventures like LiveRecover, shares his journey from gaming to e-commerce success. He dives into the secrets of building 13 million Twitter followers through viral memes and discusses his impressive $100k daily ad spend for Fashion Nova yielding 800% ROI. Dennis candidly addresses the challenges of platform risks, revealing how recent Shopify changes impacted his businesses, and hints at his next venture focusing on American-made consumer products.
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Early Hustle: From MySpace To T-Shirts
- Dennis started making money in high school by building websites and monetizing MySpace and early e-commerce.
- He launched an e-commerce brand in 2008 selling shirts, watches and knickknacks and scaled via Warped Tour marketing.
Building A 13M-Follower Meme Network
- Dennis built and sold a network of meme/Twitter pages that reached ~13 million followers across 10–11 pages.
- He monetized them with affiliate offers and sold the network and software before platform changes wiped many pages.
Fashion Nova Experience Became LiveRecover
- Dennis ran paid acquisition at Fashion Nova and saw how message-based retargeting exploded volume and support load.
- That led him to cofound LiveRecover in 2018 to use SMS and human responders for abandoned cart recovery and sell in 2021.