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| Surprise $25,000 Hard | Jan 20 2008 |
| Qual 1 | Kapshai - Christian Thompson | 6-3 6-2 |
| Qual 2 | Ana Veselinovic - Kapshai | 6-4 6-4 |
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| La Quinta $25,000 Hard | Feb 3 2008 |
| Qual 1 | Kapshai - Sierra Ellison | 6-0 6-2 |
| Qual 2 | Kimberly Couts(12) - Kapshai | 6-3 6-2 |
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| Midland $75,000 Hard | Feb 10 2008 |
| Qual 1 | Maureen Drake - Kapshai | 6-4 7-65 |
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| Minsk $25,000 Carpet | Mar 9 2008 |
| Qual 1 | Estelle Guisard(8) - Kapshai | 6-1 6-3 |
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| Vsevolozhsk $25,000 Hard | Mar 23 2008 |
| Qual 1 | Kapshai(11) - Elena Nartsissova | 6-2 6-4 |
| Qual 2 | Vitalia Diatchenko(4) - Kapshai(11) | 6-3 6-3 |
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| Moscow $25,000 Hard | Mar 30 2008 |
| Qual 1 | Margarita Edinarova(15) - Kapshai | 6-2 6-2 |
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| Torino $10,000 Clay | Jun 22 2008 |
| Qual 1 | Kapshai(1) | bye |
| Qual 2 | Kapshai(1) - Rebecca Alessi | 7-5 6-2 |
| 1 | Kapshai - Alexandra Razumova | 6-4 6-2 |
| 2 | Giulia Gatto-Monticone - Kapshai | 6-1 4-6 6-3 |
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| Rome-Tevere Remo $25,000 Clay | Jul 13 2008 |
| Qual 1 | Kapshai - Claudia Giovine(11) | 6-4 6-4 |
| Qual 2 | Gianna Doz(6) - Kapshai | 6-2 6-3 |
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| Imola $10,000 Clay | Jul 20 2008 |
| 1 | Kapshai - Sarah-Rebecca Sekulic | 5-7 6-2 6-4 |
| 2 | Kapshai - Elitsa Kostova(3) | 4-6 6-3 6-1 |
| QF | Martina Di Giuseppe - Kapshai | 6-3 6-3 |
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| Dnipropetrovsk $50,000 Clay | Aug 3 2008 |
| Qual 1 | Maria Zharkova - Kapshai | 6-0 6-3 |
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| Moscow $25,000 Clay | Aug 24 2008 |
| Qual 1 | Anna Piven(9) - Kapshai | 4-6 7-64 6-2 |