The Cubs were a powerhouse team in the late 20s and early 30s, and one of the reasons was the guiding hand of team president Bill Veeck. He had been a sportswriter when William Wrigley hired him to run the baseball operations, but he proved to be a quick learner and his Cubs teams were contenders every year.
When Veeck died unexpectedly following the 1933 season, just after William Wrigley had died the previous year, the Cubs were suddenly rudderless. New owner Phillip Wrigley knew that he didn't know anything about baseball, so he opted not to take over the team himself.
Instead, he looked to one of the minority owners of the team, William Walker. The outspoken Walker hadn't been allowed to contribute to any baseball decisions during the Wrigley/Veeck era, and was chomping at the bit to take over. Why hadn't Veeck or the elder Wrigley listened to Walker? He wasn't a baseball man. He was the owner of a wholesale seafood business.
Walker didn't last the year.
It didn't take long for the word to get out that the Cubs had a neophyte running their organization. One of his first trades is still known as one the worst trades in Cubs history. He traded slugger Dolph Camilli to the Phillies for Don Hurst. Camilli went on to hit over 200 home runs, made two all-star teams, and led the 1941 Brooklyn Dodgers to the World Series. He won the MVP that year too.
Don Hurst, on the other hand, hit .199 and retired after the season. Walker was such a terrible team president that PK Wrigley was forced to buy him out just to get him to stop destroying the team. The man who succeeded Walker as team president, however, remains the worst team president in Cubs history.
PK Wrigley himself.
He remained in the job until the year he died (1977).