In 2014, the Baltimore Orioles gave pitcher Ubaldo Jimenez a 4-year, $50 Million Dollar Contract. Jimenez had played 6 seasons with the Rockies, pitching the first no-hitter in Rockies history. After a subpar season in 2011, he was traded to the Indians. After two poor seasons when his ERA was over 5.00, he had a good season in 2013. He finished at 13-9 with an ERA of 3.30. 

With that one good season in mind, the Orioles committed $50 million to a pitcher who earned about $16 million in his whole career of 9 seasons. The results were every bit as bad as you might guess; during his 4 seasons, he only won 32 games, losing 42. His ERA during that time was 5.22. 

The Orioles provided a nice retirement plan for Jimenez to get a sub-par Starter for 4 seasons. 

Stats
Year
Innings Pitched
Wins
Losses
ERA
WHIP
Strikeouts
1st Year
125.1694.811.52116
2nd Year
18412104.111.36168
3rd Year
142.18125.441.56125
4th Year
142.26116.811.59139
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    Ubaldo Jimenez

    • Team: Baltimore Orioles
    • Contract Info: $12.5M/yr
    • Years Played: 4/4
    • Seasonal Average
    • Innings Pitched: 149
    • WINS: 8
    • LOSSES: 10
    • ERA: 5.22
    • WHIP: 1.50
    • Strikeouts: 137