When Charlie Morton steps onto the mound tonight in the Bronx, it will mark his 366th regular-season start and his 14th clash with the Yankees. Adding to his storied legacy, the 40-year-old veteran has also made 17 postseason starts, three against the Yankees.

These matchups hold special significance for Morton, born in New Jersey and raised in Connecticut, who grew up attending games at the old Yankee Stadium with his family. Over his career, Morton has battled the Yankees as a Pirate, Astro, Ray, and Brave, evolving from a struggling youngster to a seasoned All-Star. As we gear up for tonight’s showdown, let’s take a thrilling trip down memory lane to revisit some of Morton’s iconic moments against the Yankees.

In 2014, Morton, then a 30-year-old with a 30-49 record and a 4.70 ERA, faced the Yankees for the first time. Pitching for a strong Pirates team with a young Gerrit Cole and MVP Andrew McCutchen, Morton took the mound at Yankee Stadium for a May 16 doubleheader. Despite a shaky start, allowing four runs in the first two innings, Morton found his groove, pitching seven innings and showcasing his resilience. Though the Yankees edged out a 4-3 win, Morton’s tenacity was evident.

In 2016, after a hamstring injury limited him to four starts with the Phillies, Morton signed with the Astros, who saw potential in his improved fastball and spin rate. Morton flourished, helping the Astros win their division and face the Yankees in the ALCS. Despite a rough Game 3, he dominated in Game 7, pitching five scoreless innings to propel the Astros to the World Series, where he also secured the win in Game 7.

Morton’s resurgence continued with the Rays, facing the Yankees seven times, including a pivotal Game 3 win in the 2020 ALDS. After joining the Braves, Morton claimed another World Series ring and continued to excel, most recently pitching six scoreless innings against the Yankees last season.

Morton has consistently challenged the Yankees, achieving a 5-3 record with a 3.53 ERA and 95 strikeouts in 68.2 regular-season innings. Even at 40 and in the final year of his contract, Morton remains a formidable adversary, ready for another electrifying performance tonight.