Guest: Tim Dillard (Former MLB Pitcher & FanDuel Sports Wisconsin) | Remembering Uecker, Brewers’ Identity Shift, & Chourio’s Rise | 83

Welcome to Episode 83 of Tablesetters! We’ve got a phenomenal guest joining us today — Tim Dillard, a beloved figure in the baseball world whose personality is as electric as his insight.

A former MLB pitcher with an 18-year professional career, Tim spent the bulk of his playing days in the Milwaukee Brewers organization, earning respect not just for his durability on the mound but for his unmatched clubhouse presence and deep love of the game. Since hanging up his cleats, Tim has seamlessly transitioned into the broadcast booth, where his humor, storytelling, and unique player perspective have made him a fan favorite all over again.

Today, we’re pulling back the curtain on his journey — from reinventing his delivery mid-career to finding his voice on the mic — and getting his candid thoughts on the 2025 Brewers. We discuss what feels like a season in transition for Milwaukee, a team still searching for consistency but loaded with potential. Tim shares his perspective on what needs to click, which young arms could provide a jolt, and why he believes this group can still make a run.

We also reflect on the passing of Bob Uecker and what he meant to the Brewers family, both on and off the field. Plus, we dive into Jackson Chourio’s growth, the rise of Jacob Misiorowski, and what it’s really like balancing levity and analysis in today’s media landscape. And yes — we wrap it up with some fun bracket talk, including the legendary N64 games showdown Tim stirred up back in spring.

It’s a wide-ranging, heartfelt, and hilarious conversation that blends baseball, broadcasting, and perspective.

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