

A first baseman and manager whose unshakable cheer and folksy charm made 'Jolly Cholly' a beloved fixture of Chicago Cubs baseball for over four decades.
Charlie Grimm's career was a love affair with the Chicago Cubs, punctuated by a banjo and a grin. Traded to the Cubs in 1925, his slick fielding at first base and consistent hitting helped propel the team to three National League pennants. But his true impact came as a leader. As a player-manager and later full-time manager, his optimistic, easygoing demeanor—earning him the nickname 'Jolly Cholly'—defined the club's culture. He famously played the banjo and led sing-alongs in the clubhouse and on train trips. Grimm managed the Cubs to the 1935 pennant and, after a stint broadcasting, returned to the dugout in the 1960s. More than his win-loss record, he was baseball's ambassador of goodwill, a link to the game's playful, pre-television soul who believed joy was part of the strategy.
1883–1900
Came of age during World War I. Disillusioned by the carnage, they rejected the certainties of the Victorian era and built modernism from the wreckage — in art, literature, and politics.
Charlie was born in 1898, placing them squarely in The Lost Generation. The events that shaped this generation — world wars, depression, and rapid industrialization — shaped the world they entered and the choices available to them.
The biggest hits of 1898
The world at every milestone
Spanish-American War; US emerges as a world power
Wright brothers achieve first powered flight
Triangle Shirtwaist Factory fire kills 146 in New York
World War I begins
The Battle of the Somme claims over a million casualties
Treaty of Versailles signed; Prohibition ratified
Alexander Fleming discovers penicillin; Mickey Mouse debuts
Kristallnacht and the escalation toward WWII
Israel declares independence; Berlin Blockade begins
NASA founded
Martin Luther King Jr. and Robert Kennedy assassinated
First test-tube baby born
Internet adopts TCP/IP, creating the modern internet
He was a skilled banjo player and would often entertain teammates with music.
He briefly came out of retirement to play a few games for the Boston Braves in 1936 at the age of 37.
Grimm was also a minor league owner, co-owning the Milwaukee Brewers of the American Association before they became a major league team.
“You can't win a ballgame with a long face in the dugout.”