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| Bournemouth $10,000 Clay | May 4 2003 |
| Qual 1 | Webley-Smith(8) - Julia Bone-WC | 6-4 6-3 |
| Qual 2 | Elise Tamaela(10) - Webley-Smith(8) | 6-1 6-2 |
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| Edinburgh $10,000 Clay | May 11 2003 |
| Qual 1 | Webley-Smith(3) - Claire Ricketts | 6-1 6-3 |
| Qual 2 | Webley-Smith(3) - Jeannine Kuratli(16) | 6-0 6-2 |
| 1 | Irina Selyutina(1) - Webley-Smith-Q | 7-5 6-3 |
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| Monzon $10,000 Hard | May 18 2003 |
| Qual 1 | Webley-Smith(3) - Cecilia Lainez | 6-2 6-3 |
| Qual 2 | Webley-Smith(3) - Covadonga Garcia Calvo | 6-0 6-4 |
| 1 | Webley-Smith-Q - Mariona Gallifa Puigdesens(6) | 6-2 6-1 |
| 2 | Webley-Smith-Q - Sabina Mediano | 6-4 6-4 |
| QF | Ma. Jose Sanchez Alayeto(1) - Webley-Smith-Q | 6-4 6-4 |
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| Almeria $10,000 Hard | May 25 2003 |
| 1 | Webley-Smith - Marina Cardoso | 6-1 6-2 |
| 2 | Webley-Smith - Helen Crook(3) | 6-2 7-5 |
| QF | Ipek Senoglu - Webley-Smith | 6-3 6-2 |
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| Surbiton $25,000 Grass | Jun 8 2003 |
| Qual 1 | Webley-Smith-WC - Irina Selyutina(9) | 6-2 6-4 |
| Qual 2 | Kristina Brandi(1) - Webley-Smith-WC | 6-1 6-4 |
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| Birmingham Tier III Grass | Jun 15 2003 |
| Qual 1 | Bethanie Mattek-Sands(14) - Webley-Smith-WC | 6-3 6-4 |
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| Wimbledon Grass | Jul 6 2003 |
| Qual 1 | Seda Noorlander(13) - Webley-Smith-WC | 6-2 6-1 |
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| Waco $10,000 Hard | Jul 6 2003 |
| 1 | Webley-Smith(5) - Neha Uberoi | 6-71 6-1 6-3 |
| 2 | Webley-Smith(5) - Ahsha Rolle | 7-5 7-65 |
| QF | Neyssa Etienne(1) - Webley-Smith(5) | 5-7 6-3 6-3 |
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| Vancouver $25,000 Hard | Jul 13 2003 |
| Qual 1 | Webley-Smith(5) - Jodi Kenoyer | 6-2 6-2 |
| Qual 2 | Webley-Smith(5) - Dragana Ognenovska | 6-2 6-0 |
| 1 | Webley-Smith-Q - Shizu Katsumi-Q | 6-2 6-1 |
| 2 | Webley-Smith-Q - Seiko Okamoto | 6-1 7-68 |
| QF | Vilmarie Castellvi-Q - Webley-Smith-Q | 6-2 6-2 |
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| Baltimore $10,000 Hard | Jul 20 2003 |
| 1 | Courtney Bergman-Q - Webley-Smith(8) | 7-64 6-4 |
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| Lexington $50,000 Hard | Jul 27 2003 |
| Qual 1 | Webley-Smith - Beier Ko | 6-4 6-2 |
| Qual 2 | Jessica Fernandez - Webley-Smith | 5-7 6-3 6-2 |
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| Wrexham $10,000 Hard | Aug 10 2003 |
| 1 | Webley-Smith(6) - Charlotte Wallace-WC | 6-3 6-1 |
| 2 | Alice MacKenzie-Q - Webley-Smith(6) | 4-3 |
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| London $10,000 Hard | Aug 17 2003 |
| 1 | Webley-Smith(7) - Yael Glitzenshtein | 6-3 6-3 |
| 2 | Webley-Smith(7) - Irina Delitz | 6-4 6-1 |
| QF | Hannah Collin(4) - Webley-Smith(7) | 6-1 6-2 |
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| Sunderland $10,000 Hard | Sep 21 2003 |
| 1 | Hannah Collin(4) - Webley-Smith | 6-2 3-1 |
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| Jersey $25,000 Hard | Oct 12 2003 |
| 1 | Sabrina Jolk - Webley-Smith-WC | 7-61 6-2 |
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| Ostrava $25,000 Carpet | Dec 14 2003 |
| Qual 1 | Webley-Smith(13) - Veronika Dostalova-WC | 7-61 6-2 |
| Qual 2 | Webley-Smith(13) - Lucija Krzelj(1) | 6-1 7-64 |
| 1 | Webley-Smith-Q - Alena Vaskova(2) | 6-4 6-0 |
| 2 | Lucie Safarova-WC - Webley-Smith-Q | 6-3 6-1 |
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| Valasske Mezirici $25,000 Hard | Dec 21 2003 |
| Qual 1 | Webley-Smith - Katarina Kachlikova | 6-2 6-2 |
| Qual 2 | Nicole Remis(9) - Webley-Smith | 6-2 6-0 |