| Tournament | Round | Chris May | Harry Malcolm |
| 27.01.2001 City of Sydney International Masters (NSW) | 7 | 328 | 419 |
| 27.01.2001 City of Sydney International Masters (NSW) | 17 | 399 | 394 |
| 27.01.2002 City of Sydney International Masters (NSW) | 2 | 412 | 392 |
| 25.01.2004 City of Sydney International Masters (NSW) | 14 | 448 | 329 |
| 02.05.2004 NSW/Victoria Border Challenge Wagga Wagga (NSW) | 11 | 311 | 440 |
| 28.03.2005 Australian Championships (TAS) | 16 | 497 | 370 |
| 29.01.2006 City of Sydney International Masters (NSW) | 10 | 446 | 327 |
| 10.06.2006 vic06 3 DAY (VIC) | 20 | 408 | 369 |
| 09.04.2007 Australian Championships (NSW) | 21 | 407 | 356 |
| Head-to-head after 9 games | 7 | 2 | |
| Average score | 406.22 | 377.33 | |
| Spread: | 260 | -260 | |