| Winston-Salem, USA | 08/17 18:00 | 64 | [158] Marcos Giron v Smith, Roy [323] | 6-2,6-0 | |
| Challenger Lexington | 08/01 23:50 | 26 | [314] Smith, Roy v Alex Bolt [152] | 6-3,3-6,4-6 | |
| Challenger Lexington | 07/31 19:20 | 25 | [274] Collin Altamirano v Smith, Roy [314] | 4-6,7-6,2-6 | |
| Challenger Lexington | 07/30 01:10 | 24 | [314] Smith, Roy v Edan Leshem [396] | 7-6,7-6 | |
| Binghamton, USA | 07/23 14:00 | 24 | [317] Smith, Roy v Gomez-Herrera, Carlos [399] | 5-7,6-7 | |
| Gatineau, Canada | 07/15 19:35 | 24 | [243] Kaichi Uchida v Smith, Roy [314] | 6-3,6-4 | |
| Winnetka, USA | 07/11 16:00 | 26 | [325] Smith, Roy v Fratangelo, Bjorn [133] | 3-6,3-6 | |
| Winnetka, USA | 07/10 15:00 | 25 | [152] Michael Mmoh v Smith, Roy [325] | 4-6,4-6 | |
| Winnetka, USA | 07/08 21:15 | 24 | [452] Sarmiento, Raymond v Smith, Roy [325] | 7-6,4-6,0-6 | |
| Challenger Columbus | 06/10 20:35 | 24 | James Trotter v Smith, Roy | 7-6,6-3 | |
| Challenger - Little Rock | 06/04 15:00 | 25 | [224] Smyczek, Tim v Smith, Roy [329] | 3-6,7-5,6-1 | |
| Challenger - Little Rock | 06/03 15:00 | 24 | Kros, Jason v Smith, Roy | 1-6,2-6 | |
| Challenger - Gwangju | 05/15 05:10 | 25 | [330] Smith, Roy v Sela, Dudi [240] | 0-6,2-6 | |
| Challenger - Gwangju | 05/13 04:40 | 24 | [348] Wu, Di v Smith, Roy [330] | 2-6,4-6 | |
| Challenger - Busan | 05/06 07:00 | 24 | [340] Wu, Di v Smith, Roy [331] | 6-3,3-6,6-1 | |
| Monterrey, Mexico | 04/01 22:45 | 24 | [328] Smith, Roy v Tipsarevic, Janko [383] | 6-7,4-6 | |
| Drummondville, Canada | 03/11 18:45 | 24 | [349] Redlicki, Michael v Smith, Roy [331] | 6-1,6-1 | |
| Challenger Yokohama | 02/25 02:30 | 24 | [274] Kaichi Uchida v Smith, Roy [329] | 6-3,6-3 | |
| New York, USA | 02/10 21:20 | 64 | [133] Ramkumar Ramanathan v Smith, Roy [328] | 4-6,6-2,6-4 | |
| Challenger - Cleveland | 01/31 15:00 | 26 | [172] Darian King v Smith, Roy [332] | Retired | |
| Challenger - Cleveland | 01/30 02:55 | 25 | [332] Smith, Roy v Young, Donald [203] | 6-4,0-6,7-6 | |
| Challenger - Cleveland | 01/28 18:25 | 24 | [332] Smith, Roy v Gijs Brouwer [435] | 7-6,6-3 | |
| Newport Beach, USA | 01/21 19:30 | 24 | [332] Smith, Roy v Benjamin Bonzi [265] | 2-6,5-7 | |
| Challenger Canberra | 01/07 04:15 | 25 | [333] Marcelo Tomas Barrios Vera v Smith, Roy [327] | 7-6,6-3 | |
| Challenger Noumea | 12/31 06:15 | 24 | [371] Marc-Andrea Huesler v Smith, Roy [328] | 6-4,7-6 | |
| Challenger Andria | 11/21 10:00 | - | Ocleppo, Julian v Smith, Roy | Cancelled | |
| Houston, USA | 11/19 01:00 | 29 | Smith, Roy v Klahn, Bradley | 6-7,6-7 | |
| Houston, USA | 11/17 18:05 | 28 | Kamil Majchrzak v Smith, Roy | Retired | |
| Houston, USA | 11/16 17:50 | 27 | Thai-Son Kwiatkowski v Smith, Roy | 6-4,6-7,6-7 | |
| Houston, USA | 11/14 16:00 | 26 | Smith, Roy v Harrison Adams | 6-3,6-4 |