In episode 17, Kevin chats with Adam Rittenberg, who has covered college football at ESPN full-time since 2008, but has been affiliated with ESPN dot com dating back to an internship in 2001. Rittenberg's journalism career even dates back to his youth, when he worked for a children's news service as an 11-year-old. Rittenberg details what ESPN.com was like in the early days, how he got his start at the Daily Herald in Chicago, and what he tells his journalism students. Hear how Adam Rittenberg broke in.

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.