| Challenger Tallahassee | 04/28 15:00 | 25 | Yoshihito Nishioka v Tim Smyczek | 6-2,6-2 | |
| Challenger Savannah | 04/21 18:55 | 25 | Tim Smyczek v Facundo Bagnis | 6-7,3-6 | |
| Challenger Sarasota | 04/14 19:20 | 25 | Frank Dancevic v Tim Smyczek | 5-7,6-3,7-5 | |
| ATP Miami Qual | 03/17 15:35 | 44 | Daniel Evans v Tim Smyczek | 6-4,6-2 | |
| ATP Delray Beach | 02/18 16:00 | 25 | Kevin Anderson v Tim Smyczek | 4-6,6-1,6-3 |