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May 23, 2025 50 mins

From MySpace Influencer to $10M+ SaaS Exit—How Dennis Hegstad Built LiveRecover

Dennis Hegstad's path from teenage Counter-Strike pro to serial entrepreneur reads like a blueprint for platform-agnostic business building. With exits including LiveRecover's multi-million dollar acquisition by Voyage and a track record spanning meme pages, Fashion Nova's paid acquisition, and multiple Shopify apps, Dennis has mastered the art of spotting opportunities before they become obvious.

In this episode, he reveals the real story behind LiveRecover's human-powered SMS strategy that revolutionized abandoned cart recovery, why he was spending $100k daily on Meta ads with 800% ROI during the "golden age," and the brutal reality of platform risk that just killed two of his businesses in back-to-back Shopify updates.

From building 13 million Twitter followers through viral meme accounts to running Fashion Nova's paid acquisition at scale, Dennis shares the frameworks that helped him navigate multiple business cycles—and why his next bet is on American-made CPG products in an uncertain tariff landscape.

Key Topics:

  • (01:25) From Gaming Clan Sponsorships to $1,500/Month at Age 14
  • (06:17) Building 13 Million Twitter Followers with Viral Meme Pages
  • (12:45) The Fashion Nova Years: $100k Daily Ad Spend with 800% ROI
  • (18:30) Why LiveRecover Beat Attentive with Human-Powered SMS
  • (24:20) The Shopify Checkout Revolution That Killed Two Apps
  • (29:15) Platform Risk Lessons: When Your $10M Business Dies Overnight
  • (35:40) AI Content Flooding vs. Authentic Brand Building
  • (42:50) Meta Ads Evolution: From 15% Fees to ASC Automation
  • (48:35) Watch Collecting & Micro-Brand Success Stories
  • (52:10) What's Next: American CPG in the Tariff Era

Follow Dennis on X (@DennisHegstad) for real-time insights on e-commerce tools, platform risk, and his latest product ideas.

Follow Joe (X | LinkedIn) for more e-commerce insights and to join the conversation.

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