| Tournament played | Round | Tim Weiss | Matthew O'Connor |
| 1 | 05.08.2015 North American Champs Collins Division, Reno, NV
(USA) | 31 | 385 | 534 |
| 2 | 18.10.2015 Lake George, NY Collins
(USA) | 5 | 393 | 419 |
| 3 | 24.07.2016 Stamford, CT Main Event
(USA) | 2 | 422 | 377 |
| 4 | 24.07.2016 Stamford, CT Main Event
(USA) | 7 | 463 | 290 |
| 5 | 10.08.2016 North American Scrabble Championship, IN
(USA) | 10 | 399 | 296 |
| 6 | 16.10.2016 Lake George NY Collins Main Event
(USA) | 1 | 387 | 529 |
| 7 | 02.01.2017 Albany 2017 New Year's CSW
(USA) | 6 | 444 | 455 |
| 8 | 26.07.2017 North American Championship Collins
(USA) | 26 | 404 | 325 |
| 9 | 04.09.2017 John Weston Memorial Tournament
(CAN) | 2 | 432 | 399 |
| 10 | 04.09.2017 John Weston Memorial Tournament
(CAN) | 18 | 388 | 392 |
| 11 | 15.01.2018 Crescent City Cup
(USA) | 2 | 398 | 392 |
| 12 | 11.03.2018 Poughkeepsie NY CSW
(USA) | 7 | 465 | 343 |
| 13 | 03.09.2018 Ottawa, Ontario
(CAN) | 1 | 462 | 422 |
| 14 | 03.09.2018 Ottawa, Ontario
(CAN) | 16 | 394 | 433 |
| 15 | 03.09.2018 Ottawa, Ontario
(CAN) | 18 | 379 | 413 |
| 16 | 03.09.2018 Ottawa, Ontario
(CAN) | 21 | 510 | 412 |
| 17 | 17.03.2019 Poughkeepsie, NY
(USA) | 4 | 255 | 528 |
| 18 | 23.07.2019 North American Scrabble Championship - Collins Division
(USA) | 18 | 426 | 364 |
| 19 | 23.07.2019 North American Scrabble Championship - Collins Division
(USA) | 20 | 442 | 458 |
| Head-to-head after 19 games | 10 | 9 |
| Average score | 413.05 | 409.52 |
