| Singles competition |
| 1. Miller, Quin (WTMN-M) def. Ben Godlove (OBE) 7-5, 6-1 |
| 2. Follows, Jasper (WTMN-M) def. Joseph Leffler (OBE) 6-0, 6-0 |
| 3. Roston, Thomas (WTMN-M) def. Eliot Heaton (OBE) 6-3, 6-2 |
| 4. Holten-Burke, Conor (WTMN-M) def. James Blankenship (OBE) 6-2, 6-0 |
| 5. Deming, David (WTMN-M) def. Sam Towne (OBE) 6-2, 6-3 |
| 6. Bennett, Reid (WTMN-M) def. Igor Pancevski (OBE) 6-2, 6-0 |
| Doubles competition |
| 1. Roston, Thomas/Holten-Burke, Conor (WTMN-M) def. Ben Godlove/Joseph Leffler (OBE) 8-6 |
| 2. Follows, Jasper/Miller, Quin (WTMN-M) def. Eliot Heaton/Peder Davis (OBE) 8-0 |
| 3. Deming, David/Bennett, Reid (WTMN-M) def. James Blankenship/Sam Towne (OBE) 8-1 |
| Match Notes |
| Whitman Men's Tennis 19-3; National ranking #21 |
| Oberlin College Men's Tennis 0-12 |