If you were making a comfortable salary at a job with great benefits, and a "secured" retirement, what would it take for you to quit? Fellow Jacksonville native Alex Sanfilippo left his job to go all-in with building PodMatch, a service for matching podcasters with guests. Alongside his wife, they have organically scaled the platform to over 10,000 users since launch and can comfortably say he's feeling more fulfilled than if he stayed in his corporate position.