Stadium: COURT 9 Round: 25 Ground: Hardcourt indoor
| Challenger - Fairfield | 2016/10/12 21:20 | Joris De Loore v Tim Smyczek | 6-4,7-6 |
| Challenger - Fairfield | 2016/10/10 19:00 | Denis Shapovalov v Tim Smyczek | 2-6,4-6 |
| Challenger Stockton | 2016/10/05 17:00 | Mackenzie McDonald v Tim Smyczek | 6-4,6-4 |
| Challenger Stockton | 2016/10/04 19:35 | Grega Zemlja v Tim Smyczek | 4-6,6-3,1-6 |
| Challenger - Tiburon | 2016/10/01 22:45 | Tim Smyczek v Michael Mmoh | 6-2,3-6,6-7 |
| Challenger - Tiburon | 2016/09/30 19:20 | Mitchell Krueger v Tim Smyczek | 2-6,4-6 |
| Challenger - Tiburon | 2016/09/28 22:00 | Sam Groth v Tim Smyczek | 5-7,6-7 |
| US Open Qual | 2016/08/25 17:00 | Tim Smyczek v Guilherme Clezar | 6-7,3-6 |
| Challenger Charlottesville Qual | 2016/10/31 16:10 | Thai-Son Kwiatkowski v Takanyi Garanganga | 6-4,6-3 |
| Challenger Charlottesville Qual | 2016/10/30 18:05 | Mikelis Libietis v Thai-Son Kwiatkowski | 2-6,3-6 |
| Challenger Charlottesville Qual | 2016/10/29 20:10 | Rhyne Williams v Thai-Son Kwiatkowski | 7-6,3-6,1-6 |
| US Open Qual | 2016/08/23 16:55 | Henri Laaksonen v Thai-Son Kwiatkowski | 2-6,6-1,6-4 |
| ITF Finland F2 | 2016/08/12 12:00 | Thai-Son Kwiatkowski v Tallon Griekspoor | 6-4,4-6,5-7 |
| ITF Finland F2 | 2016/08/11 09:00 | Kevin Griekspoor v Thai-Son Kwiatkowski | 4-6,4-6 |
| ITF Finland F2 | 2016/08/10 12:05 | Thai-Son Kwiatkowski v Rubin Statham | 6-4,3-6,6-3 |
| ITF Finland F2 | 2016/08/09 09:40 | Mikael Torpegaard v Thai-Son Kwiatkowski | 1-6,3-6 |