| Tournament | Round | Chris Ostrowski | Pam Bennett |
| 11.07.2009 Glenbrook WYSC Fundraiser (NSW) | 2 | 380 | 319 |
| 30.10.2010 BlueMountainFundraiser (NSW) | 7 | 312 | 422 |
| 03.10.2011 NSW Championships (NSW) | 11 | 421 | 433 |
| 28.01.2013 CITY OF SYDNEY MASTERS (NSW) | 24 | 354 | 345 |
| 25.10.2014 Room to Read Charity (NSW) | 2 | 387 | 339 |
| 16.08.2015 Hills (NSW) | 8 | 377 | 287 |
| 29.01.2017 City of Sydney International Masters (NSW) | 5 | 460 | 426 |
| 30.07.2017 Winter Masters (NSW) | 5 | 382 | 382 |
| 17.09.2017 REVESBY (NSW) | 5 | 378 | 406 |
| 21.07.2019 NSW WINTER MASTERS (NSW) | 7 | 347 | 317 |
| 21.07.2019 NSW WINTER MASTERS (NSW) | 13 | 384 | 333 |
| 02.02.2020 Ulladulla Championship (NSW) | 15 | 234 | 445 |
| 20.03.2022 Empire Bay (NSW) | 5 | 390 | 382 |
| 22.04.2023 Wallerawang (NSW) | 3 | 350 | 419 |
| 22.04.2023 Wallerawang (NSW) | 10 | 435 | 282 |
| 04.11.2023 Roseville (NSW) | 1 | 356 | 373 |
| 19.10.2024 Spring Marathon (NSW) | 3 | 363 | 336 |
| 24.05.2025 BURWOOD RAT IMPROVE (NSW) | 7 | 367 | 456 |
| 02.11.2025 EPPING COMPETITION 2 (NSW) | 3 | 367 | 377 |
| Head-to-head after 19 games | 10.5 | 8.5 | |
| Average score | 370.73 | 372.57 | |
| Spread: | -35 | 35 | |