- December 13, 2025
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Bob Whitlock chuckles when he thinks about buying a fishing-lure company seven years ago with an odd name: Woolybooger Lures.
After all, Whitlock owns Southwest Florida Insurance Associates, a 20-employee firm that sells health insurance in Port Charlotte, Fort Myers and Naples. Right now, he's busy trying to explain Obamacare to his clients.
But fishing's a lot more fun. Whitlock is an avid offshore fisherman and he'd had success catching big-game fish like tuna, wahoo and marlin using Woolybooger lures from his 53-foot Viking called Cajun Queen docked in Islamorada.