| 2008 Fall Challenge Results | |||||||
| Flight | Pos | Challenger | Flight | Pos | Challengee | Winner | Score |
| 2 | 1 | Burger / O'Mahony | 1 | 8 | No Team | Burger / O'Mahony | walk over |
| 2 | 2 | Burns / Tabah | 1 | 7 | Garrity / Lobdell | Garrity / Lobdell | 6-4, 4-6, 6-1 |
| 3 | 1 | Toft-Nielsen / Truslow | 2 | 8 | No Team | Toft-Nielsen / Truslow | walk over |
| 3 | 2 | Shively / Sturm | 2 | 7 | Cavanaugh / Eydt | Cavanaugh / Eydt | 6-4, 3-6, 6-2 |
| 4 | 1 | Beusse / Reik | 3 | 8 | Nagle / Schwarz | Beusse / Reik | default |
| 4 | 2 | duPont / Manchuck | 3 | 7 | Dayton / Mylod | Dayton / Mylod | default |
| 5 | 1 | Niang / Tiscornia | 4 | 8 | No Team | Niang / Tiscornia | walk over |
| 5 | 2 | Hardy / Rivera | 4 | 7 | No Team | Hardy / Rivera | walk over |
| 6 | 1 | Gesing / Rigo | 5 | 8 | Barada / Kalal | Gesing / Rigo | 6-0, 6-0 |
| 6 | 2 | Augustine / Severance | 5 | 7 | Harris / Singh | Augustine / Severance | 6-2, 6-2 |
| 7 | 1 | Conde / Leddy | 6 | 8 | Swanberg / Taddonio | Swanberg / Taddonio | default |
| 7 | 2 | Burns / Roscoe | 6 | 7 | O’Neil / Williamson | Burns / Roscoe | 6-1, 6-3 |
| 8 | 1 | Moore / Whittaker | 7 | 8 | No Team | Moore / Whittaker | walk over |
| 8 | 2 | Stevenson / Wood | 7 | 7 | Prior / Trager | Stevenson / Wood | default |
| 9 | 1 | Hriston-Zech / Wray | 8 | 8 | No Team | Hriston-Zech / Wray | walk over |
| 9 | 2 | Burr / Magliacano | 8 | 7 | Orteig / Raymond | Burr / Magliacano | 6-2, 6-0 |
| Items highlighted in yellow are teams involved in ties, see explanations below | |||||||
| Flight | Pos | Tiebreaker Notes: | |||||
| 2 | 7 | Cavanaugh / Eydt lost to Catlin / Miller to finish 7th | |||||
| 3 | 7 | In the 3rd level tiebreaker, Dayton / Mylod won 36 games vs 46 for Depuy / Evans to finish 7th | |||||
| 4 | 1 | Beusse / Reik beat duPont / Manchuck to finish 1st | |||||
| 4 | 2 | duPont / Manchuck lost to Beusse / Reik to finish 2nd | |||||
| 5 | 2 | Hardy / Rivera beat Mitchell / Rwambuya to finish 2nd | |||||
| 7 | 1 | Conde / Leddy beat Burns / Roscoe to finish 1st | |||||
| 7 | 2 | Burns / Roscoe lost to Conde / Leddy to finish 2nd | |||||