Milt Gaston

Milt GastonGaston twice led the league in losses and he was on the bad end of 164 decisions in his career, from 1924 to 1934. But he pitched for pretty miserable teams: the St. Louis Browns, the Boston Red Sox of the early 1930s, and the White Sox during the Depression.

Among pitchers who won at least 90 games in the major leagues, Gaston has the lowest WPAT (winning percentage above team). His team’s W/L percentage was only .431, but his career W/L percentage was just .372, for a WPAT of 86.3 (100 is average).