While he was still a minor league prospect, Dontrelle Willis was traded by the Chicago Cubs to the Florida Marlins, bringing with him a high-leg kick and an infectious energy that immediately captivated the South Florida fanbase. Debuting in 2003, the southpaw became a phenomenon, his "D-Train" persona powering a clubhouse that was surging toward a historic October.

In 2003, Willis made it to the Majors and recorded a 14-6 record with a 3.30 ERA to secure the National League Rookie of the Year Award. While he was a professional mainstay during the regular season, he truly solidified his legend during the 2003 World Series run, famously batting .313 in the postseason while helping the club capture its second championship.

Two seasons later, Willis was one of the top hurlers in the National League, leading the circuit in wins (22), complete games (7), and shutouts (5). He finished as the runner-up for the Cy Young Award, recording a career-best 2.63 ERA and 170 strikeouts while becoming the first African-American pitcher to win 20 games in a season since 1990. His impact was further highlighted by his hitting; he recorded 21 hits that season, including a home run, proving he was a foundational athlete who could impact the game from both the mound and the batter's box.

Between 2005 and 2007, Willis threw for well over 200 innings. While an average 2006 campaign saw him finish with 12 wins, the trajectory of his career hit a localized snag in 2007. That season, his efficiency eroded as his ERA ballooned to 5.17, and he struggled with command, finishing the season leading the league in earned runs allowed.  Nevertheless, he was considered a valuable player, and after the 2007 season, he was dealt to the Detroit Tigers in the same deal that sent Miguel Cabrera.

As a Marlin, Willis had a 68-54 record with 757 strikeouts, while batting .234 with 8 taters.