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| Date | Player | Team | Pos | Yrs | Amt | Opt | Ser | Agency |
|---|---|---|---|---|---|---|---|---|
| 11/30/2021 | Orlando Arcia | ATL | SS / LF | 2 | 3.000 | 1 | 4.047 | Martin Arburua |
| 02/07/2020 | Chris Taylor | LAD | SS / LF / CF | 2 | 13.400 | 0 | 4.037 | Meister Sports Management |
| 06/07/2017 | Jean Segura | SEA | SS | 5 | 70.000 | 1 | 4.130 | CAA Sports |
| 11/17/2015 | Brandon Crawford | SFO | SS | 6 | 75.000 | 0 | 4.094 | Wasserman |
| 01/17/2014 | Ian Desmond | WAS | SS | 2 | 17.500 | 0 | 4.027 | Sports One Athlete Management |
| 04/04/2013 | Elvis Andrus | TEX | SS | 8 | 120.000 | 0 | 4.000 | Boras Corporation |
| 02/07/2013 | Mike Aviles | CLE | 2B / SS | 2 | 6.000 | 1 | 4.091 | GSE Worldwide |
| 04/01/2012 | Asdrubal Cabrera | CLE | SS | 2 | 16.500 | 0 | 4.027 | Octagon |
| 06/19/2011 | Yunel Escobar | TOR | SS | 2 | 10.000 | 2 | 4.029 | Wasserman |
| 01/18/2011 | Stephen Drew | ARZ | SS | 2 | 13.755 | 1 | 4.079 | Boras Corporation |
| 11/30/2010 | Troy Tulowitzki | COL | SS | 10 | 157.750 | 1 | 4.033 | TWC Sports |
| 02/11/2008 | Khalil Greene | SDG | SS | 2 | 11.000 | 0 | 4.030 | ISE Baseball |
| 01/17/2008 | Marco Scutaro | TOR | SS / 3B | 2 | 2.650 | 0 | 4.138 | Legacy Agency |
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