When Faith Meets Hustle: How to Turn Business Failure into a Multi-Million Dollar Legacy

The High Achieving Female Podcast · Mar 12, 2026 · 1m

"I'm going to show you better than I can tell you." This is the mantra of Jackie Jackson, the ultimate "rags to riches" story. From a teacher growing up poor on Chicago's south side to a serial entrepreneur owning 8 Kilwins and multiple Fatburgers, Jackie is proof that failure is just an opportunity in disguise. Episode Summary: In this episode, Sarah sits down with the indomitable Jackie Jackson. Jackie shares her incredible journey from the classroom to real estate, where she made over half a million dollars in revenue, to building a franchise empire. She opens up about the devastating…