| Tournament | Round | Shirley Winkler | Jan Oddy |
| 01.02.2004 Kempsey (NSW) | 4 | 275 | 350 |
| 05.02.2006 Kempsey Challenge (NSW) | 3 | 359 | 271 |
| 04.02.2007 Kempsey Challenge (NSW) | 6 | 330 | 285 |
| 03.02.2008 Kempsey Challenge & Cup (NSW) | 6 | 383 | 290 |
| 01.02.2009 Kempsey (NSW) | 7 | 378 | 305 |
| 30.01.2010 Kempsey Cup & Challenge (NSW) | 8 | 356 | 225 |
| 30.01.2010 Kempsey Cup & Challenge (NSW) | 11 | 344 | 250 |
| 06.02.2011 Kempsey 2011 (NSW) | 10 | 442 | 253 |
| 02.02.2014 Kempsey (NSW) | 2 | 299 | 300 |
| Head-to-head after 9 games | 7 | 2 | |
| Average score | 351.77 | 281 | |
| Spread: | 637 | -637 | |