Stadium: Stadium 4 Round: 25 Ground: Hardcourt outdoor
| US Open, New York, USA, Qualifying | 2016/08/26 18:10 | Donaldson, Jared v Giraldo, Santiago | 6-2,6-2 |
| Challenger - Indian Wells | 2019/02/25 23:30 | Giraldo, Santiago v Novikov, Dennis | 7-5,5-7,6-2 |
| Challenger - Morelos | 2019/02/21 19:10 | Giraldo, Santiago v Steven Diez | 6-3,1-6,1-6 |
| Challenger - Morelos | 2019/02/20 02:00 | Giraldo, Santiago v Redlicki, Michael | 6-4,7-5 |
| Coupe Davis | 2019/02/01 21:00 | Giraldo, Santiago v Elias Ymer | 6-2,6-4 |
| Newport Beach, USA | 2019/01/22 19:20 | Jason Jung v Giraldo, Santiago | 7-6,7-6 |
| Newport Beach, USA | 2019/01/21 20:30 | Giraldo, Santiago v Marcora, Roberto | 6-3,7-6 |
| Challenger Columbus | 2019/01/10 16:00 | Giraldo, Santiago v Griekspoor, Scott | 1-6,4-6 |
| Challenger Columbus | 2019/01/09 16:00 | Giraldo, Santiago v King, Evan | 6-4,6-4 |
| ATP - Delray Beach | 2019/02/19 16:00 | Garcia-Lopez, Guillermo v Donaldson, Jared | 2-6,6-3,6-3 |
| Toronto, Canada | 2018/08/06 15:00 | Donaldson, Jared v Benoit Paire | 3-6,4-6 |
| Washington, USA | 2018/08/01 20:30 | Stefanos Tsitsipas v Donaldson, Jared | 3-6,6-3,7-5 |
| Washington, USA | 2018/07/31 20:20 | Donaldson, Jared v Jordan Thompson | 6-4,7-6 |
| Wimbledon, London, Great Britain | 2018/07/04 15:10 | Stefanos Tsitsipas v Donaldson, Jared | 6-3,6-2,3-6,4-6,6-3 |
| Wimbledon, London, Great Britain | 2018/07/02 15:15 | Jaziri, Malek v Donaldson, Jared | 6-7,3-6,1-6 |
| Eastbourne, Great Britain | 2018/06/27 10:00 | Donaldson, Jared v Denis Shapovalov | 4-6,6-4,2-6 |
| Eastbourne, Great Britain | 2018/06/25 10:00 | Donaldson, Jared v Taylor Fritz | 6-7,6-3,7-6 |