<P> Set by Connie Mack, who retired in 1950 . Mack managed the Philadelphia Athletics for 50 years until the age of 87, partly aided by the fact that he owned the team as well . The closest manager to Mack in games managed and losses is Tony La Russa (with 5,097 and 2,365, respectively). John McGraw is second in wins with 2,763 . Following the departure of Dusty Baker (age 69) after the Washington Nationals' elimination from the 2017 postseason with 1,863 wins (14th all - time), the closest active manager in wins, losses and games managed is Bruce Bochy (age 63) with 1,853 wins (15th), 1,855 losses (8th), and 3,707 games managed (11th). </P> <P> The 1899 Cleveland Spiders currently hold the MLB record for the most road losses in a single season, with 101 . This record is unusual compared to others on this list in that while most others are theoretically possible (but impractical) to break, this record of most road losses mathematically cannot be broken even if a team achieved a completely winless road record: scheduling has since been standardized so that each team is scheduled to play exactly 81 games as a designated home team and 81 games as a designated away team, 21 games fewer than necessary to break the record . </P> <P> Rainouts and other cancellations can reduce these numbers, but a team can play more than 81 designated road games in a season only if it has to play in a one - game playoff (counted in the rules as a regular season game) to determine whether it advances to the postseason, or a series of such one - game playoffs in the as - yet unencountered scenario of more than two teams being tied (for the purpose of reaching this record, under the most likely scenario only one such road loss can be added since that loss would immediately end the season, still leaving the team 20 losses short . If a team were tied for both the division title and the second wild card berth and the current performance - based criteria made them the road team for both tiebreakers, it could theoretically lose two one - game playoffs on the road, leaving them 19 losses short . In any event, the mathematical requirements of qualifying for a one - game playoff would make it almost impossible for a team who had lost all of their road games to qualify). </P> <P> Even in the rare circumstance that a game must be moved to the opposing venue, MLB policy now maintains the legal fiction that the designated home team does not change, regardless of venue, which ensures the designated home team does not lose rules advantages, which was not the case in 1899 when 35 of the Spiders' games were changed from home games to road games . </P>

Who has played the most years in mlb