North Shore Nine

On the latest episode of North Shore Nine, former Pirates shortstop Jack Wilson joins the show for an unforgettable hour of baseball insight, stories, and laughs. Jack shares what he’s been up to since hanging up the cleats—from coaching his son Jacob Wilson (now a breakout rookie with the A’s) to mentoring top prospects through USA Baseball and the Appalachian League. He dives into what it’s really like to transition from player to coach, why he loves college ball more than the pros, and how he’s using lessons from his Pirates days to shape the next generation.

The conversation also hits on the Pirates’ clubhouse culture, Oneil Cruz’s position change, and even whether those infamous red jerseys should make a comeback.

Jack keeps it candid, hilarious, and thoughtful throughout—this one’s packed with gems for Pirates fans past and present.

Watch or listen to the full episode now on YouTube or wherever you get your podcasts, and don’t forget to subscribe so you never miss an episode of NS9.