Round: 25 Ground: Hardcourt indoor
| Challenger Champaign | 2016/11/16 20:05 | Jared Donaldson v Ryan Shane | 6-2,6-4 |
| Challenger Champaign | 2016/11/16 00:00 | Noe Khlif v Ryan Shane | 2-6,4-6 |
| Challenger Champaign Qual | 2016/11/14 16:00 | Dragos Constantin Ignat v Ryan Shane | 0-6,3-6 |
| Challenger Champaign Qual | 2016/11/13 17:15 | Kevin King v Ryan Shane | 4-6,1-6 |
| Challenger Knoxville Qual | 2016/11/07 15:00 | Ryan Shane v Peter Kobelt | 6-7,7-5,3-6 |
| Challenger Knoxville Qual | 2016/11/06 15:00 | Ryan Shane v Jonathan Ho | 6-2,6-2 |
| Challenger Charlottesville | 2016/11/01 22:40 | Frances Tiafoe v Ryan Shane | 6-3,2-6,6-4 |
| Challenger Cary | 2016/09/15 17:00 | Ernesto Escobedo v Ryan Shane | 6-3,5-7,6-1 |
| ITF USA F39 Qual | 2016/11/28 17:30 | Guanarteme N Delgado v Dane Webb | 6-3,3-6,4-6 |
| ITF USA F39 Qual | 2016/11/27 18:30 | Guanarteme N Delgado v Aron Pierce | 6-4,6-3 |
| ITF USA F37 | 2016/11/12 16:00 | Guanarteme N Delgado v Andrew Watson | 7-5,3-6,0-6 |
| ITF USA F32 | 2016/10/22 16:00 | Dominik Koepfer v Guanarteme N Delgado | 6-3,6-0 |
| ITF USA F32 | 2016/10/21 15:00 | Guanarteme N Delgado v Dragos Constantin Ignat | 4-6,7-5,6-4 |
| ITF USA F32 | 2016/10/20 17:20 | Gonzales Austin v Guanarteme N Delgado | 1-6,2-6 |
| ITF USA F32 | 2016/10/19 18:45 | Winston Lin v Guanarteme N Delgado | 0-6,2-6 |
| ITF USA F32 Qual | 2016/10/17 15:00 | Lance Cohen v Guanarteme N Delgado | 7-6,3-6,0-6 |