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| Budapest Tier IV Clay | May 12 1996 |
| Qual 1 | Shaughnessy - Libuse Prusova | 6-1 6-3 |
| Qual 2 | Shaughnessy - Yuka Yoshida(4) | 6-1 6-2 |
| Qual 3 | Shaughnessy - Petra Mandula | 6-0 6-1 |
| 1 | Shaughnessy-Q - Janette Husarova | 6-4 6-1 |
| 2 | Shaughnessy-Q - Elena Makarova(3) | 6-1 6-3 |
| QF | Elena Wagner(7) - Shaughnessy-Q | 4-6 6-3 6-3 |
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| Eastbourne Tier II Grass | Jun 23 1996 |
| Qual 1 | Shaughnessy - Tessa Price | 6-4 6-0 |
| Qual 2 | Anne Miller(2) - Shaughnessy | 6-0 6-3 |
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| Wimbledon Grass | Jul 7 1996 |
| Qual 1 | Petra Langrova(9) - Shaughnessy | 6-2 4-6 6-2 |
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| US Open Hard | Sep 8 1996 |
| 1 | Sarah Pitkowski-Malcor - Shaughnessy-WC | 6-3 6-3 |
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| Chicago Tier II Carpet | Nov 3 1996 |
| 1 | Mary Joe Fernandez(6) - Shaughnessy-WC | 6-2 6-4 |
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| Philadelphia Tier II Carpet | Nov 17 1996 |
| 1 | Shaughnessy - Laxmi Poruri | 3-6 6-2 6-2 |
| 2 | Anne Miller - Shaughnessy | 4-6 6-2 7-5 |