| 2008 Winter Challenge Results | |||||||
| Flight | Pos | Challenger | Flight | Pos | Challengee | Winner | Score |
| 2 | 1 | Duhamel / Gardner | 1 | 8 | Eydt / Laverack | Duhamel / Gardner | 6-3, 6-3 |
| 2 | 2 | Hays / Hood | 1 | 7 | Stewart / Teitler | ||
| 3 | 1 | Burger / O'Mahony | 2 | 8 | BYE | Burger / O'Mahony | walk over |
| 3 | 2 | Herbert / Himmel | 2 | 7 | Kaye / Turk | Herbert / Himmel | 6-0, 4-6, 6-3 |
| 4 | 1 | King / Loomis | 3 | 8 | BYE | King / Loomis | walk over |
| 4 | 2 | Nagle / Schwarz | 3 | 7 | Depuy / Ferraro | Nagle / Schwarz | 6-2, 6-2 |
| 5 | 1 | Dayton / Mylod | 4 | 8 | Czech / Stryker | Dayton / Mylod | default |
| 5 | 2 | Davis / Miller | 4 | 7 | Irwin / Slemp | Davis / Miller | default |
| 6 | 1 | Beusse / Reik | 5 | 8 | BYE | Beusse / Reik | walk over |
| 6 | 2 | DuPont / Manchuck | 5 | 7 | Licalzi / Truslow | DuPont / Manchuck | default |
| 7 | 1 | Engle / Niang | 6 | 8 | Gesing / Rigo | Engle / Niang | default |
| 7 | 2 | Schumacher / Watt | 6 | 7 | Barada / Kalal | Schumacher / Watt | 6-2, 6-3 |
| 8 | 1 | Augustine / Severance | 7 | 8 | Gardiner / Sotirhos | Augustine / Severance | default |
| 8 | 2 | Fannon / Thompson | 7 | 7 | Swanberg / Taddonio | ||
| 9 | 1 | Burns / Roscoe | 8 | 8 | BYE | Burns / Roscoe | walk over |
| 9 | 2 | Connelly / O’Dea | 8 | 7 | Cieszko / Todd | ||
| 10 | 1 | Capone / Moore | 9 | 8 | Gervase / Karr | Capone / Moore | default |
| 10 | 2 | Stevenson / Wood | 9 | 7 | Bauld / Mennitt | Stevenson / Wood | 6-0, 6-0 |
| Items highlighted in yellow are team involved in ties, see explanations below | |||||||
| Flight | Pos | Notes: | |||||
| 1 | 7 | Stewart / Teitler lost to Purdy / Wrenn to finish 7th | |||||
| 2 | 2 | Hays / Hood in a 3-way tie, won both matches vs the other 2 to finish 2nd | |||||
| 5 | 2 | Davis / Miller beat Barrett / Watson to finish 2nd | |||||
| 6 | 2 | DuPont / Manchuck in a 4-way tie (wow), went 2-1 vs the other 3 to tie for the top spot | |||||
| In the next tie-breaker, they beat the other 2-1 team (Boeschenstein / Bright) to finish 2nd | |||||||
| 7 | 2 | Schumacher / Watt beat Appel / DeMarino to finish 2nd | |||||
| 8 | 2 | Fannon / Thompson in a 4-way tie (wow again), went 3-0 vs the other 3 to finish 2nd | |||||
| 9 | 1 | Burns / Roscoe beat Connelly / O’Dea to finish 1st | |||||
| 9 | 2 | Connelly / O’Dea lost to Burns / Roscoe to finish 2nd | |||||