| Date | Tournament | State | Round | Shirley Winkler | Jacky Booth |
|---|---|---|---|---|---|
| 05/02/2006 | Kempsey Challenge | NSW | 8 | 283 | 276 |
| 04/02/2007 | Kempsey Challenge | NSW | 11 | 297 | 327 |
| 01/02/2009 | Kempsey | NSW | 3 | 338 | 421 |
| 30/01/2010 | Kempsey Cup & Challenge | NSW | 7 | 330 | 296 |
| 06/02/2011 | Kempsey 2011 | NSW | 3 | 351 | 346 |
| 05/02/2012 | Kempsey | NSW | 2 | 269 | 333 |
| 03/02/2013 | Kempsey | NSW | 4 | 355 | 315 |
| 02/02/2014 | Kempsey | NSW | 1 | 350 | 320 |
| 02/02/2014 | Kempsey | NSW | 9 | 336 | 281 |
| 04/05/2014 | Ocean Shores | NSW | 2 | 264 | 412 |
| 03/02/2019 | Kempsey Challenge | NSW | 5 | 322 | 387 |
| Head-to-head after 11 games | 6 | 5 | |||
| Average score | 317.73 | 337.64 | |||
| Spread | -219 | 219 | |||