Round: 44 Ground: Hardcourt outdoor
| Challenger Calgary | 2018/10/13 19:15 | Samuel Shropshire v Laurent Rochette | 3-6,6-7 |
| ITF USA F26 | 2018/09/26 18:35 | Ronnie Schneider v Samuel Shropshire | 6-1,6-1 |
| ITF USA F25 | 2018/09/19 18:25 | Alan Kohen v Samuel Shropshire | 6-4,6-3 |
| ITF USA F24 | 2018/09/15 18:55 | Samuel Shropshire v Brandon Holt | 2-6,1-6 |
| ITF USA F24 | 2018/09/14 16:30 | Nicolas Moreno De Alboran v Samuel Shropshire | 4-6,7-5,2-6 |
| ITF USA F24 | 2018/09/13 16:30 | Samuel Shropshire v Sumit Sarkar | 7-6,6-1 |
| ITF Canada F6 | 2018/09/05 16:45 | Samuel Shropshire v A.J Catanzariti | 6-7,7-6,3-6 |
| ITF Canada F6 | 2018/09/03 14:00 | Samuel Shropshire v Rohan Sikka | 6-3,6-3 |