Bender, Sheldon "Chief" - Played from Crookston Pirates in the Northern League and other minor league organizations. From 1949-1967 was a manager, scout and director of player development with the St. Louis Cardinals and from 1967-2005 was a front office executive and consultant for the Cincinnati Reds. Was the farm system director for the "Big Red Machine" era producing such players as Barry Larkn, Ken Griffery Sr., Dave Concepcion, Don Gullet, Eric Davis and Paul O'Neill. The award for minor league player of the year for the Cincinnati Reds, is the Sheldon Chief Bender Award. In 2008, Minor League Baseball began presenting the annual Sheldon "Chief" Bender award to a person with distinguished service who has been instramental in player development.
Boone, Lute - Was player, owner and manager of the Crookston Pirates from 1933-1935. Was Northern League President 1933-1934. Played for the New York Yankees from 1913-1916 and for the Pittsburg Pirates in 1918 replacing Honus Wagner at shortstop following his retirement. From 1960-1962 was President of the Pittsburgh Professional Baseball Association.
Brewer, Chester "Chet" - Negro league player who pitched for Crookston in 1931, was given keys to the city.
Burwell, Bill - Manager of the 1938 Crookston Pirates team that lost in the Northern League Finals. Was the pitching coach for the 1960 World Series Champion Pittsburgh Pirates.
Capron, George - Minnesota standout, left college after admitting to National Commission he had played professionally for Crookston in 1905 under an assumed name
Duggan, Stanley - Ohio State graduate, played for Crookston in 1913, was sold by Winnipeg to Cincinnatti in 1914
Felzer, Lloyd - Coached Crookston High School to their first State Tournament in 1947.
Hatten, Joe - Began his professional career as a pitcher with the Crookston Pirates in 1937. Played for the Brooklyn Dodgers 1946-51 and the Chicago Cubs 1951-52. Holds the MLB record for fewest pitches in a complete game, 51, in a five inning shutout of the Cincinnati Reds. Major League Career Record 65-49 3.87 ERA
Karn, Jim - Was player for the Reds from 1968-2004 and manager from 1972-2004.
Krogstad, J.R. - Crookston native signed with the Gulf Coast Leage Twins in 2011
Lehrer, Linton - Coached Crookston High School to the 1960 State Tournament, where they finished 4th.
Little, Wayne - Listed as the 1st coach for the University of Minnesota Technical Institute, now the University of Minnesota Crookston
Madigan, Tim - Author and Journalist who played for the Crookston Reds amateur team in the 70s and 80s
McLinden, Lawrence "Trinky" - organized first known Crookston team, the Red Stockings
Narveson, Alfred - Played for Crookston in 1911, later played professionally in Northwest League
Neisler, Fred - Crookston Pirates player/manager 1940. Hit .252 with 1 HR in his only season in Crookston. Played Minor League baseball for 12 seasons.
Penner, Ken - Crookston Pirates player/manager in 1936. He was on the 1929 Chicago Cubs team that won the pennant, but did not appear in the World Series.
Royal, Gary - Played professional baseball in the NY Mets organization in the 1970s, still supports Reds baseball financially to this day
Rudolph, Ernie - professional player with the Crookston Pirates 1937. Made his major league debut on June 16, 1945 at 36 years old. It was his only season in the majors, his MLB career stats: 1-0 7G, 8.2 IP, 5.19 ERA, 3 K
Simon, Jim - Coached Crookston High School for 31 seasons, 1967-71 and 1973-97, including 3 State Tournaments. State Champions Class A 1995. The Pirates won 301 games under his leadership, 223 more than any other coach in school history.
Stahlecker, Brent - Played for the Crookston Blues amateur team and then the Reds from 1979 - 2011. Returned for one season in 2015.
Stemig, Abe - Crookston Pirates Manager in 1941.
Todt, Phil - was named a free agent in 1920 in one of the first decisions made by Judge Kennesaw Landis, the first commissioner of MLB. Played for the Boston Red Sox from 1924-1931 when he was traded to the Philadelphia Athletics. He would play in the '31 World Series with the Athletics, although he only had one plate appearance, a base on balls, which the A's lost to the St. Louis Cardinals four games to three. His career ended in after the 1939 season, in which he was the manager for the last place Crookston Pirates in the Northern League.
Van or Vann, Johnny - Nego League player who played catcher for Crookston in 1931.
Wera, Julie - Played for the Crookston Pirates in the Northern League. Won a World Series as a reserve on the 1927 "Murder's Row" New York Yankees team. Played two years with the Yankees hitting .278, 1 HR, 10 RBI
Westrum, Wes - Native of Clearbrook, Minnesota began his playing career with the Crookston Pirates in 1940. Played catcher for the New York Giants from 1947-1957, and retired as a player when the Giants moved to San Francisco in 1958. He wion a World Series in 1954 and earned All-Star honors in 1952 and 1954. Was the catcher for Bobby Thomson's "Shot Heard 'Round the World" in 1951, followed by losing the '51 World Series to the New York Yankees. Bullpen and then first base coach for the Giants from 1958-1963. In 1964, he joined the New York Mets as first base coach. He then became the bullpen coach and on July 14, 1965 was named pitching coach when Warren Spahn was released. But only 11 days later, was named interim manager when Casey Stengel fractured his hip making him the second manager in New York Mets history. He managed the Mets until late in 1967 when he resigned with 11 games to go. Rejoined the Giants as a scout from 1968-71. Was named Giants Manager June 28,1974 and stayed on through the 1975 season finishing with a final record of 260-366 as a manager. After 1975 he would be a scout for the Atlanta Braves. He is buried just over an hour from Crookston in Silver Creek Cemetery in his hometown of Clearbrook, MN.