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| Date | Player | Team | Pos | Yrs | Amt | Opt | Ser | Agency |
|---|---|---|---|---|---|---|---|---|
| 11/02/2019 | Aroldis Chapman | NYY | RP (Closer) | 3 | 48.000 | 0 | 9.009 | Magnus Sports |
| 02/25/2019 | Aaron Hicks | NYY | CF | 6 | 64.000 | 1 | 5.041 | CAA Sports |
| 02/15/2019 | ⇑Luis Severino | NYY | SP | 4 | 40.000 | 1 | 2.170 | Rep 1 Baseball |
| 02/23/2014 | Brett Gardner | NYY | LF / CF | 4 | 52.000 | 1 | 5.072 | Pro Star Management, Inc. |
| 10/31/2011 | CC Sabathia | NYY | SP | 5 | 122.000 | 1 | 11.000 | GSE Worldwide |
| 02/01/2008 | ⇑Robinson Cano | NYY | 2B | 4 | 30.000 | 2 | 2.153 | TWC Sports |
| 11/01/2005 | Hideki Matsui | NYY | N/A | 4 | 52.000 | Wasserman | ||
| 01/01/2004 | Javier Vazquez | NYY | N/A | 4 | 45.000 | ACES | ||
| 02/01/2001 | Derek Jeter | NYY | N/A | 10 | 189.000 | CAA Sports | ||
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