| | | Team/School | Pos | Opponent (Rank Nat/Reg) | Singles Score |
| 11/1/19 | vs | #41 Richmond | 6 | Michael Pilkington | Won 11-1, 11-1, 11-1 |
| 11/2/19 | at | #12 Virginia | 7 | William Braff | Lost 11-7, 6-11, 5-11, 8-11 |
| 11/16/19 | at | #11 Drexel | 6 | Jose Lopez | Lost 11-8, 10-12, 8-11, 7-11 |
| 11/17/19 | vs | #26 Dickinson | 5 | MJ Tricolli | Won 11-7, 11-1, 11-2 |
| 11/23/19 | | #17 MIT | 6 | William Wu | Won 14-16, 7-11, 11-9, 11-5, 11-8 |
| 1/10/20 | | #13 WESTERN ONTARIO | 5 | Brett Schille | Lost 6-11, 8-11, 11-8, 8-11 |
| 1/11/20 | | #15 ST. LAWRENCE | 5 | Aran Thawani | Won 11-6, 11-5, 11-3 |
| 1/12/20 | | #29 HAMILTON | 5 | Aaron Hadar | Won 7-11, 11-7, 11-7, 11-7 |
| 1/12/20 | | #31 CHATHAM | 5 | A. Abdelkhalik | Won 11-1, 12-10, 11-8 |
| 1/15/20 | | #28 WESLEYAN | 5 | Milo Supasorn | Won 11-7, 11-2, 11-2 |
| 1/18/20 | at | #19 Middlebury | 5 | John Epley | Won 11-13, 11-8, 11-7, 11-6 |
| 1/19/20 | at | #20 Williams | 5 | Will Means | Lost 8-11, 11-6, 3-11, 9-11 |
| 1/26/20 | vs | #14 Cornell | 6 | Illia Presman | Won 8-11, 3-11, 11-5, 11-9, 11-9 |
| 1/29/20 | | #18 NAVY | 6 | Tommy Rankin | Won 11-7, 11-3, 11-7 |
| 2/1/20 | at | #19 Bates | 6 | Garon Rothernberg | Won 8-11, 8-11, 11-5, 11-9, 11-6 |
| 2/2/20 | at | #22 Bowdoin | 5 | Gannon Leech | Won 12-10, 11-9, 8-11, 11-4 |
| 2/7/20 | vs | #17 MIT | 6 | Keith Lamp | Lost 12-11, 11-5, 10-12, 12-14, 9-11 |
| 2/8/20 | vs | #6 Drexel | 6 | Gautam Nagpal | Lost 13-15, 7-11, 11-6, 8-11 |
| 2/9/20 | vs | #8 Virginia | 6 | Toby Hansford | Lost 4-11, 5-11, 8-11 |
| 2/15/20 | vs | #55 Johns Hopkins | 4 | Dokyung Yang | Won 11-5, 11-1, 11-2 |
| 2/15/20 | at | #25 Dickinson | 4 | Kobe Fleming | Won 13-15, 11-1, 11-4, 9-11, 11-4 |
| 2/28/20 | vs | #10 Cornell | 6 | Illia Presman | Lost 9-11, 5-11, 2-11 |
| 2/29/20 | vs | #16 MIT | 6 | Keith Lamp | Won 11-8, 10-12, 11-5, 11-1 |
| 3/1/20 | vs | #14 Brown | 6 | Harrison Boyer | Lost 3-11, 8-11, 11-9, 11-9, 11-13 |
