| Challenger Santiago 2 Qual | 2016/03/10 21:00 | Alessandro Giannessi v Gonzalo Lama | 7-5,2-6,6-7 |
| Challenger Santiago 2 Qual | 2016/03/08 19:45 | Alessandro Giannessi v Christian Lindell | 7-6,7-5 |
| Challenger Morelos | 2016/02/19 17:00 | Alessandro Giannessi v Alejandro Gonzalez | 3-6,1-6 |
| Challenger Morelos | 2016/02/18 19:30 | Alessandro Giannessi v Alexander Sarkissian | 2-6,6-1,6-3 |
| Challenger Morelos | 2016/02/17 20:35 | Alessandro Giannessi v Guido Andreozzi | 1-6,6-4,7-5 |
| Challenger Morelos | 2016/02/16 22:05 | Giovanni Lapentti v Alessandro Giannessi | 7-6,5-7,6-7 |
| Challenger Santo Domingo | 2016/02/12 20:30 | Nicolas Kicker v Alessandro Giannessi | 6-4,3-6,6-2 |
| Challenger Santo Domingo | 2016/02/10 18:00 | Franko Skugor v Alessandro Giannessi | 6-7,6-7 |
| ATP Miami Qual | 2016/03/21 18:50 | Horacio Zeballos v Ryan Harrison | 6-7,6-3,6-4 |
| ATP Memphis | 2016/02/11 01:30 | Kei Nishikori v Ryan Harrison | 6-2,7-5 |
| ATP Memphis | 2016/02/09 01:30 | Ryan Harrison v Frances Tiafoe | 6-7,7-6,6-4 |
| Challenger Dallas | 2016/02/03 18:30 | Ryan Harrison v Tim Smyczek | 0-6,7-5,4-6 |
| Challenger Knoxville | 2015/11/10 19:10 | Ryan Harrison v Blaz Kavcic | 2-6,4-6 |
| Challenger Charlottesville | 2015/11/05 00:05 | Henri Laaksonen v Ryan Harrison | 7-5,7-5 |
| Challenger Charlottesville | 2015/11/02 23:30 | Tennys Sandgren v Ryan Harrison | 5-7,3-6 |
| Challenger Las Vegas | 2015/10/20 21:00 | Michael Mmoh v Ryan Harrison | 6-2,6-3 |