Lee MacPhail's career in baseball administration is remembered for his influential roles within Major League Baseball (MLB). Born into a family deeply rooted in baseball, he followed in the footsteps of his father, Larry MacPhail, a renowned baseball executive. Lee MacPhail's journey in baseball management began with the New York Yankees, where he served as the director of player personnel. His tenure with the Yankees was marked by his involvement in building a team that would dominate the American League.

In 1961, MacPhail transitioned to the Baltimore Orioles as the general manager. During his time with the Orioles, he played a crucial role in developing the team's farm system, which became one of the most productive in baseball. Under his guidance, the Orioles laid the groundwork for future success, culminating in their World Series victory in 1966, shortly after his departure.

MacPhail returned to the Yankees in 1967, this time as the general manager. His second stint with the Yankees was characterized by a focus on rebuilding the team. He was instrumental in acquiring key players who would later contribute to the Yankees' resurgence in the 1970s. His strategic decisions during this period helped set the stage for the Yankees' return to prominence.

In 1974, Lee MacPhail took on a new challenge as the president of the American League. His leadership during this time was marked by efforts to modernize the league and improve the overall quality of the game. He was involved in several important decisions, including the introduction of the designated hitter rule, which added a new dimension to the American League's style of play.

MacPhail's tenure as American League president also saw him navigate the league through a period of expansion and change. He worked to maintain competitive balance and ensure the league's financial stability. His ability to manage the complexities of the league's operations earned him respect among team owners and executives.

In 1976, MacPhail played a significant role in resolving the contentious labor disputes that threatened the stability of Major League Baseball. His negotiation skills were instrumental in reaching agreements that addressed the concerns of both players and owners, helping to avert potential strikes and maintain the integrity of the game.

Lee MacPhail's career in baseball administration culminated with his induction into the Baseball Hall of Fame in 1998.