The Yankees, over the years, have had a checkered experience with the arbitration process. Reviewing some of the highlights reveals that in 1999, the Yankees lost to Derek Jeter, giving him $5 million when they proposed $3.2 million. In the same year, the team lost to Mariano Rivera, giving him $4.2 million when they offered $3 million but came back the following year to beat Rivera giving him $7.2 million when he asked for $9 million. Those are some of the high-profile arbitration cases the Yankees have been involved in, but there are countless others where the difference in money amounted to no more than $100,000.