C.C. Sabathia (Left) and Cliff Lee (Right) both previously pitched for the Cleveland Indians.
With a franchise as futile as the Cleveland Indians, it is hard to determine only the top five worst moments!
That being the case, I added a few other terrible moments in franchise history as to not forget their tragic happening.
Runner up #1: 1993 Boating Death of Tribe Pitchers Steve Olin and Tim Crews. (Credit: @Monte_Colorman)
Following a family picnic, Crews, Olin and starter Bob Ojeda took Crews's 18-foot bass boat out for a night boat ride on Little Lake Nessie, near Tavares Florida.
The pitchers' were unaware of the newly constructed dock that would cause their death. Ojeda was the only of the three to survive and said he slouched in his seat, thus missing the dock as it swooped over the top of the boat and crushed Olin and Crews.
The driver, Crews, was found to be over the legal limit of consumption of alcohol.
Truly tragic and a very sad moment for the Indians as a team.
Runner up #2: Cliff Lee (TX Rangers) and C.C. Sabathia (NY Yankees) depart Cleveland, then subsequently start Game 1 of the 2009 World Series for different teams.
Both pitchers won the Cy Young Award prior to the year of their trade (2007 for Sabathia, 2008 for Lee).
Cleveland received Michael Brantley, Matt LaPorta, Zach Jackson, and Rob Bryson in exchange for Sabathia.
Sabathia was rumored to have no intention of resigning with Cleveland at the end of the 2008 season.
Just before the trade deadline in 2009, Cleveland shipped Lee, along with Ben Francisco to Philadelphia in exchange for Carlos Carrasco, Lou Marson, Jason Knapp, and Jason Donald.
This trade made little sense as Cliff Lee would have still been under contract until 2010.
Runner up #3: 63 Seasons without a World Series Championship and counting. (1946-????)
This is categorized as less of a specific moment and more of an everlasting secession of defeat and embarrassment.
Runner up #4: Trading "The Rock" results in the Curse of Rocky Colavito, 1960-????
Following a terrific 1959 season, leading the league with 42 home runs, Rocky Colavito was traded by the Indians to the Detroit Tigers for batting champion (.359 avg) Harvey Kuenn. Predictably, Kuenn didn't pan out and was traded at the end of the 1960 season.
Curse Highlights: 33 years (1960-1993) without coming within 11 games of first place. Zero Divisional Titles, Zero Pennants and Zero World Series Championships.
51 years without a World Series Championship, and counting (1960-????)