Lawsuits & Lessons
She dropped off VHS tapes at a radio station until they finally called. Twenty-two years old, still a student, she walked in for an interview and got hired on the spot. Three days later: *I can't hire you. You're horrible.* But they trained her anyway. Her second week was September 11th. Within months she was anchoring mornings. She was supposed to stay in television forever—that was the dream. Then a startup reached out. Then a credit card company. Then a guy who sold his company to Oracle for $180 million asked her to throw a media event for his speakeasy. That small check changed everything. Jennifer Sherlock spent nearly twenty years building businesses most people only talk about starting—a PR firm, live dating events that packed rooms across three cities, restaurant and hospital launches. Now, with Philadelphia's 250th anniversary, all-star games, and the World Cup converging on one city in a single summer, she's launching a new event planning company to help brands activate in a city about to explode. In this episode of Lawsuits & Lessons, you'll discover how a former news reporter became a serial entrepreneur, why face-to-face connection is making a comeback, and what happens when you stop waiting for permission to build something real. Steve Cooper brings his trademark energy to this conversation, diving deep into the moments that shaped Jennifer's journey—from that brutal feedback on day three to the breakthrough that came from saying yes to an unconventional opportunity. Together, they explore the kind of education that happens when someone throws you behind the bar and says, *go*—and why that kind of real-world learning often matters more than the plan.
18 episodios
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