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Anthony Haddad didn't get into AI because it was trendy, he got into it out of desperation and survivability. While running four companies with VCs watching, he broke his back in a car accident on top of a torn ACL, MCL, and meniscus, and a long history of major surgery. In this episode he breaks down how AI became the thing that kept his businesses alive, and how he's built an entire operating system around it.

In this episode we get into:

- How Anthony helped scale Anchor Rides, a yacht charter marketplace, from $140,000 to $9.2 million in annual revenue

- The real reason he got into AI: desperation and survivability while running four companies through a string of injuries and surgeries

- The AI ATM Machine: why he treats AI as a revenue system, not a content tool, and where he tells overwhelmed founders to start

- The Main Brain: how he replaced a traditional org chart with department-specific AI agents his team trains and works alongside instead of getting replaced by

- Building JewelryBox.ai, an AI-powered marketing platform for independent jewelry stores, born out of his own family's jewelry business

- The generational and moral questions AI raises for the next generation growing up dependent on it

If you're a business owner who knows you need AI but doesn't know where to start, or you're trying to figure out how to make it actually make you money instead of just content, this episode is for you.

Subscribe for more real conversations with people who've built, bought, or scaled a real company, and share this with someone who's still doing everything the hard way.

Connect with Anthony Haddad:

Website: jewelrybox.ai