The rest find their finances sated but their ambitions starved .
Only three pitchers have won World Series rings after signing nine - figure contracts : CC Sabathia with the New York Yankees , and Zito and Matt Cain with the San Francisco Giants .
The rest find pitchers ' finances sated but their ambitions starved .
Only three pitchers have won World Series rings after signing nine - figure contracts : CC Sabathia with the New York Yankees , and Zito and Matt Cain with the San Francisco Giants .