3. Connie Mack's Wins , Losses, Games Managed

The legendary Connie Mack, who managed the Philadelphia Athletics for 50 years before retiring at 87 after the 1950 season, won the most games (3,731), lost the most games (3,948), and managed the most games (7,755) of anyone in MLB history. That's an awfully crappy won-loss ratio—but when you're also the team owner, you can get away with that sort of thing.