Inside the growing sports media empire where the business is all fun and games

With Jomboy Media, the baseball-loving hosts of the Talkin’ Yanks podcast have created the un-Barstool Sports—a fun-loving sports media company that’s playing by its own rules.

September is always a big month for Jomboy Media. Baseball is the six-year-old sports content company’s meat and potatoes, and September is when Major League Baseball’s playoff push accelerates from foot race to sprint. Jimmy “Jomboy” O’Brien and Jake Storiale, best friends since high school in suburban Connecticut...