Ground: Hardcourt outdoor
| ITF Canada F9 Qual | 2014/09/10 14:00 | Samuel Shropshire v Sekou Bangoura | 3-6,7-5,2-6 |
| ITF Canada F9 Qual | 2014/09/08 15:50 | Tom Fawcett v Samuel Shropshire | 2-6,2-6 |
| ITF Canada F9 Qual | 2014/09/07 15:00 | Collin Johns v Samuel Shropshire | 5-7,3-6 |
| ITF Canada F9 Qual | 2014/09/06 18:30 | Strong Kirchheimer v Samuel Shropshire | 4-6,4-6 |
| ITF Canada F9 Qual | 2014/08/31 15:30 | Winston Lin v Samuel Shropshire | 2-6,6-4,6-2 |
| ITF Canada F9 Qual | 2014/08/30 13:00 | Samuel Shropshire v Antoine Leduc | 6-3,6-2 |
| ITF USA F23 Qual | 2014/08/04 14:00 | A.J Catanzariti v Samuel Shropshire | 6-3,7-5 |