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Listen in the appChuck Garfien catches up with White Sox outfielder Derek Hill for a conversation that stretches far beyond the box score. Hill reflects on the winding path that brought him from the 2014 MLB Draft to Chicago, including the influence of his father, Orsino Hill, whose own minor league journey and years in scouting helped shape Derek’s perspective on perseverance, pressure, and staying ready through countless roster moves and DFA's. Chuck also revisits a powerful 2021 quote from Orsino about life in professional baseball.
Later, Hill shares what stands out about the current White Sox clubhouse, from the chemistry between younger players and veterans to the growing buzz surrounding names like Colson Montgomery and Munetaka Murakami. He explains the mentality behind pinch-hitting success after delivering two huge pinch-hit homers already this season; discusses the challenge of quickly moving on after tough losses; and breaks down his clutch defensive play against Bobby Witt Jr. and the Royals. Plus, Derek weighs in on the Cubs-White Sox rivalry, the league-wide chatter surrounding the Sox’ surprising run, and whether this stretch of winning baseball has staying power.

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"Derek Hill on why he BELIEVES Chicago wants to be a Sox city" is an episode of The White Sox Podcast w/ Chuck Garfien. Runtime 19 min. Published May 19, 2026. Hit play above to stream it here, or open the free Spot Sports app for background play and offline downloads.