in the Keys' first-ever home game. Only two players in Keys history have been transferred directly from Frederick to the Baltimore Orioles (excluding rehab related transfers). On September 3, 1996, Eugene Kingsale's contract was purchased by the Orioles. On June 11, 2005, Jeff Fiorentino's contract was purchased by the Orioles in order to replace the injured Luis Matos. The Keys have played in the Carolina League Championship Series, the Mills Cup Series, five times. Four series were against the Kinston Indians, while the series in 2007 was against the Salem Avalanche. They won their first series in 1990, defeating the Indians three games to two. They won their second cup in the 2005 season, defeating Kinston three games to two at historic Grainger Stadium in the best of five series. They were swept by the Indians in 2006, 3 games to 0. They won the 2007 series against the Salem Avalanche three games to one. They defeated Kinston in the 2011 series three games to one. Playoff history 1990: Defeated Kinston 3–2 to win championship. 1993: Lost to Wilmington 2–0 in semifinals. 1997: Lost to Lynchburg 2–0 in semifinals. 2000: Lost to Lynchburg 2–0 in semifinals. 2001: Lost to Wilmington 2–0 in semifinals. 2005: Defeated Lynchburg 2–0 in semifinals; defeated Kinston 3–2 to win championship. 2006: Defeated Wilmington 2–1 in semifinals; lost to Kinston 3–0 in finals. 2007: Defeated Wilmington 2–0 in semifinals; defeated Salem 3–1 to win championship. 2010: Lost to Potomac 3–1 in semifinals. 2011: Defeated Potomac 3–2 in semifinals; defeated Kinston 3–1 to win championship. 2017: Lost to Lynchburg 2–1 in semifinals. Notable former Keys Several Keys alumni have gone on to play in the major leagues. In their inaugural season, the opening day roster featured several future major leaguers: David Segui, Francisco de la Rosa, Luis Mercedes, Jack Voigt, and Pete Rose Jr. Other Keys alumni include: Andy Van Slyke: 1995 Arthur Rhodes: 1989, 1990 Joe Borowski: 1989, 1990 Sidney Ponson: 1996 Brian Roberts: 2000 Larry Bigbie: 2000 Tim Raines Jr.: 2000 Eli Whiteside: 2002 Nick Markakis: 2005 Adam Loewen: 2005 Nolan Reimold: 2006 Matt Wieters: 2008 Brad Bergesen: 2009 Manny Machado: 2011 Dylan Bundy: 2012 Nicky Delmonico: 2012 Ty Kelly: 2012 Jason Hammel: 2012 Kevin Gausman: 2012 Steve Pearce: 2013 Josh Stinson: 2013 Ashur Tolliver: 2013 Wilson Betemit: 2013 Ryan Flaherty: 2013 Zach Davies: 2013 Mike Yastrzemski: 2014 Jimmy Yacabonis: 2014 Austin Wynns: 2014 Trey