Largest Contracts By Service Time

When Brewers ace Yovani Gallardo signed his five year, $30.1MM extension earlier today, it marked the largest contract ever signed by a pitcher with less than three years of service time.

Let's look at the richest contracts by service time, in terms of guaranteed money…

Less Than One Year
Position Player: Ryan Braun. Eight years, $45MM
Pitcher: C.C. Sabathia. Four years, $9.5MM.

One To Two Years
Position Player: Chris Young. Five years, $28MM.
Pitcher: Fausto Carmona. Four years, $15MM.

Two To Three Years
Position Player: Hanley Ramirez. Six years, $70MM.
Pitcher: Yovani Gallardo.  Five years, $30.1MM.

Three To Four Years
Position Player: Albert Pujols. Seven years, $100MM. 
Pitcher: Scott Kazmir. Three years, $28.5MM.

Four To Five Years
Position Player: Miguel Cabrera. Eight years, $152.3MM.
Pitcher: Justin Verlander. Five years, $80MM.

Five To Six Years
Position Player: Derek Jeter. Ten years, $189MM.
Pitcher: Jake Peavy. Three years, $52MM. 

Six-plus Years
Position Player: Alex Rodriguez. Ten years, $275MM.
Pitcher: C.C. Sabathia. Seven years, $171MM.

Some thoughts…

• The most regrettable deals were signed very early in the player's career, Young and Carmona. Might be a lesson in using up those pre-arbitration years before taking the plunge.
• The largest contract signed by a position player with less than one year of service time after Braun's deal is Evan Longoria's, which will pay him just $17.5MM over six years. Is Braun overpaid, or is Longoria underpaid? I think the answer is clear.
• Sabathia's four year, $9.5MM deal nearly tripled Roy Halladay's three year, $3.7MM deal with Toronto, which was the previous record for a pitcher with less an a year of service time.
• One only of the above contracts has expired.

Thanks to Cot's Baseball Contracts for the info.