In episode 16, Kevin chats with Jimmy Traina, a longtime writer at Sports Illustrated and host of “SI Media with Jimmy Traina.” Traina’s podcast helped inspire the one you’re listening to now, as he has interviewed some of the biggest names in sports media about their career journeys. As someone who covers sports media, Traina has unique insight into the industry, and tells the story of his start, from recording score updates for “SportsPhone” to how his popular column “Hot Clicks” began. Hear how Jimmy Traina broke in.

In episode 15, Kevin chats with Michele Steele, who does it all for ESPN, from reporting at big events to being in-studio at ESPN anchoring SportsCenter. The path to what has been a decade and a half at ESPN began as a business reporter. Steele discusses her college journalism career and where it took her, her first job at Bloomberg and how she got on the Tiger Woods beat, which ultimately led to ESPN. Hear how Michele Steele broke in.

In episode 14, Kevin chats with Tyler Kepner, who has covered Major League Baseball for more than 30 years, dating back to when he made a baseball magazine out of his house as a high schooler. Kepner, who has authored "K: A History of Baseball in Ten Pitches" and "The Grandest Stage: A History of The World Series" covered baseball for the New York Times from 2000-23. His origin story begins with that magazine, which opened doors with his hometown Phillies, before he got his first professional job covering the Angels, and then the Mariners. He tells those stories, and what he learned from writing about some of the biggest names in baseball. Hear how Tyler Kepner broke in.