- Charley O'Leary
Charley O'Leary baseball card, 1911
Shortstop Born: October 15, 1882
Died: January 6, 1941(aged 58)
Batted: Right Threw: Right MLB debut April 14, 1904 for the Detroit Tigers Last MLB appearance September 30, 1934 for the St. Louis Browns Career statistics Batting average .226 Hits 731 Runs batted in 213 Teams Career highlights and awards
- Oldest player to appear in a game (age 51) (1934)
Charles Timothy O'Leary (October 15, 1882 – January 6, 1941) was a Major League Baseball shortstop who played eleven seasons with the Detroit Tigers (1904–1912), St. Louis Cardinals (1913), and St. Louis Browns (1934).
Born in Chicago, Illinois into a family of 16 children (11 boys), O'Leary worked at age 16 for a clothing company and played on the company's semi-pro baseball team.  His talent as a middle infielder and scrappy hitter came to the attention of Charles Comiskey, owner of the White Sox. Though there is no independent verification, O'Leary reportedly signed briefly with the White Sox, only to have his arm broken from a pitched ball thrown by 'fireballer' and Hall of Famer, Rube Waddell. 
According to official sources, O'Leary debuted in the Major Leagues on April 14, 1904 with the Tigers. He was Detroit's starting shortstop from 1904–1907 and became a backup shortstop and utility infielder from 1908-1912.
In the offseason, O'Leary and teammate Germany Schaefer, known as one of baseball's zaniest characters, worked as a comic vaudeville act. The O'Leary/Schaefer vaudeville act is said to have inspired two MGM musicals: the forgotten 1930 film They Learned About Women, featuring the noted vaudeville act Van and Schenck, and Busby Berkeley's last film, Take Me Out to the Ballgame (1949), with Gene Kelly and Frank Sinatra. 
Not known for his hitting, O'Leary had a career batting average of .226.
After finishing his playing career in 1913 with the St. Louis Cardinals, O'Leary was offered a coaching job by his friend, Miller Huggins, manager of the New York Yankees. O'Leary coached for the Yankees for 10 years during which the team won six pennants. O'Leary also coached with the Chicago Cubs (under manager Rogers Hornsby) and St. Louis Browns.
On September 30, 1934, O'Leary was called out of retirement by the St. Louis Browns a couple weeks shy of his 52nd birthday. In a pinch-hitting appearance for the Browns, O'Leary singled and scored, becoming one of the oldest Major League Baseball players to successfully collect a hit and score a run. With that appearance he became the last major leaguer who had played in the 1900s decade to play in a game.
New York Yankees 1927 World Series ChampionsBenny Bengough | Pat Collins | Earle Combs | Joe Dugan | Cedric Durst | Mike Gazella | Lou Gehrig | Joe Giard | Johnny Grabowski | Waite Hoyt | Mark Koenig | Tony Lazzeri | Bob Meusel | Wilcy Moore | Ray Morehart | Ben Paschal | Herb Pennock | George Pipgras | Dutch Ruether | Babe Ruth | Bob Shawkey | Urban Shocker | Myles Thomas | Julie Wera
Manager Miller Huggins
Coaches: Art Fletcher | Charley O'LearyRegular season | Murderer's Row
New York Yankees 1928 World Series ChampionsBenny Bengough | George Burns | Archie Campbell | Pat Collins | Earle Combs | Bill Dickey | Joe Dugan | Leo Durocher | Cedric Durst | Mike Gazella | Lou Gehrig | Johnny Grabowski | Fred Heimach | Waite Hoyt | Hank Johnson | Mark Koenig | Tony Lazzeri | Wilcy Moore | Bob Meusel | Ben Paschal | Herb Pennock | George Pipgras | Gene Robertson | Babe Ruth | Al Shealy | Myles Thomas | Tom Zachary
Manager Miller Huggins
Coaches: Art Fletcher | Charley O'Leary
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