Jimmy “Jomboy” O'Brien was a wedding videographer just a few years ago, but after launching a popular podcast with his friend in 2018, he raised venture capital and has quickly built one of the fastest-growing media companies in sports today—Jomboy Media. We talk about his journey from wedding videographer to media CEO, how the business got so big so fast, their future expansion plans, and Jomboy even drops some breaking news at the end of our conversation. Enjoy!