53 Wins, 36 Losses
| Date | Game Type | Upset Magnitude | |||
|---|---|---|---|---|---|
| 01/19/89 | Won | Timberline 49 | Olympia 47 | League | 9.232 |
| 02/13/89 | Won | Timberline 46 | Tumwater 34 | League | 2.039 |
| 12/04/90 | Won | Timberline 42 | Central Kitsap 41 | Non-league | 7.584 |
| 12/14/90 | Won | Timberline 52 | North Thurston 47 | League | 10.376 |
| 12/18/90 | Lost | Timberline 48 | Bellarmine Prep 59 | League | 0.440 |
| 12/06/91 | Won | Timberline 45 | Central Kitsap 39 | Non-league | 7.589 |
| 12/20/91 | Won | Timberline 47 | W.F. West 37 | Non-league | 11.794 |
| 01/15/92 | Lost | Timberline 32 | Foss 35 | League | 3.803 |
| 01/29/92 | Won | Timberline 46 | South Kitsap 40 | League | 2.157 |
| 02/11/92 | Lost | Timberline 36 | Lincoln 48 | League | 3.394 |
| 02/20/92 | Lost | Timberline 53 | Bellarmine Prep 55 | League | 10.355 |
| 12/04/92 | Won | Timberline 51 | W.F. West 47 | Non-league | 6.591 |
| 12/11/92 | Lost | Timberline 38 | Lincoln 47 | League | 5.339 |
| 01/11/93 | Won | Timberline 39 | Central Kitsap 38 | Non-league | 6.159 |
| 01/15/93 | Lost | Timberline 40 | Mount Tahoma 45 | League | 2.562 |
| 01/27/93 | Lost | Timberline 44 | Lincoln 45 | League | 5.339 |
| 02/05/93 | Lost | Timberline 39 | Foss 48 | League | 6.805 |
| 02/16/93 | Lost | Timberline 42 | Mount Tahoma 55 | League | 2.562 |
| 12/03/93 | Won | Timberline 48 | Capital 36 | Non-league | 2.473 |
| 12/21/93 | Lost | Timberline 35 | Mount Tahoma 37 | League | 8.977 |
| 01/14/94 | Lost | Timberline 38 | Lincoln 40 | League | 1.528 |
| 02/11/97 | Won | Timberline 48 | Stadium 46 | League | 12.495 |
| 01/07/98 | Won | Timberline W | River Ridge L | League | 3.542 |
| 02/17/98 | Won | Timberline 46 | Stadium 42 | League | 5.077 |
| 12/01/98 | Lost | Timberline 41 | Yelm 42 | Non-league | 6.051 |
| 01/23/99 | Lost | Timberline 29 | Hoquiam 32 | Non-league | 6.897 |
| 02/11/99 | Won | Timberline 60 | Wilson 50 | League | 1.879 |
| 01/14/00 | Won | Timberline 44 | W.F. West 41 | League | 5.057 |
| 02/03/00 | Won | Timberline 55 | Shelton 47 | League | 21.663 |
| 01/29/01 | Won | Timberline 54 | Tumwater 49 | League | 15.675 |
| 11/29/01 | Won | Timberline 61 | Central Kitsap 52 | Non-league | 7.285 |
| 12/07/01 | Lost | Timberline 52 | W.F. West 53 | League | 4.566 |
| 12/11/01 | Won | Timberline 47 | Black Hills 43 | League | 13.004 |
| 12/14/01 | Won | Timberline 60 | Centralia 50 | League | 2.639 |
| 01/08/02 | Won | Timberline 48 | Aberdeen 36 | League | 2.418 |
| 01/18/02 | Lost | Timberline 40 | W.F. West 47 | League | 4.566 |
| 02/19/02 | Lost | Timberline 31 | Fort Vancouver 40 | Playoff | 1.017 |
| 12/12/03 | Won | Timberline 41 | Aberdeen 34 | League | 13.343 |
| 01/13/04 | Won | Timberline 46 | Tumwater 42 | League | 9.680 |
| 12/07/04 | Won | Timberline 60 | Tumwater 53 | League | 17.212 |
| 12/14/04 | Won | Timberline 60 | Yelm 51 | League | 6.601 |
| 01/11/05 | Won | Timberline 34 | W.F. West 33 | League | 17.066 |
| 11/28/06 | Won | Timberline 36 | Kelso 22 | Non-league | 19.635 |
| 01/03/07 | Won | Timberline 58 | Steilacoom 50 | Non-league | 8.286 |
| 12/11/07 | Lost | Timberline 35 | Hoquiam 36 | Non-league | 2.495 |
| 01/15/08 | Won | Timberline 58 | Clover Park 55 | League | 11.392 |
| 01/25/08 | Won | Timberline 53 | Yelm 51 | League | 15.873 |
| 02/08/08 | Won | Timberline 71 | Clover Park 58 | League | 11.392 |
| 12/09/08 | Lost | Timberline 46 | W.F. West 47 | Non-league | 8.772 |
| 01/05/09 | Lost | Timberline 49 | Hoquiam 55 | Non-league | 5.234 |
| 01/17/09 | Won | Timberline 69 | River Ridge 67 | Non-league | 10.849 |
| 01/20/09 | Won | Timberline 67 | Capital 65 | League | 9.037 |
| 01/23/09 | Lost | Timberline 38 | North Thurston 45 | League | 2.750 |
| 02/26/09 | Lost | Timberline 41 | Columbia River 49 | Playoff | 7.349 |
| 01/06/10 | Lost | Timberline 55 | Hoquiam 62 | Non-league | 12.296 |
| 02/05/10 | Won | Timberline 48 | Yelm 35 | League | 2.063 |
| 12/17/10 | Won | Timberline 57 | River Ridge 44 | Non-league | 8.007 |
| 12/15/11 | Won | Timberline 67 | River Ridge 60 | Non-league | 0.762 |
| 12/21/11 | Lost | Timberline 53 | Black Hills 71 | Non-league | 0.664 |
| 01/30/12 | Won | Timberline 59 | Yelm 49 | League | 0.297 |
| 02/08/12 | Won | Timberline 66 | Yelm 52 | League | 0.297 |
| 12/12/12 | Won | Timberline 39 | Lincoln 38 | League | 5.514 |
| 01/18/13 | Won | Timberline 54 | Lincoln 53 | League | 5.514 |
| 02/01/13 | Lost | Timberline 47 | Mount Tahoma 50 | League | 5.008 |
| 02/06/13 | Lost | Timberline 48 | North Thurston 50 | League | 4.692 |
| 12/16/13 | Lost | Timberline 50 | Yelm 54 | Non-league | 1.978 |
| 01/17/14 | Won | Timberline 64 | Lincoln 56 | League | 2.737 |
| 01/24/14 | Won | Timberline 64 | Wilson 53 | League | 12.950 |
| 02/17/14 | Lost | Timberline 55 | Lakes 59 | Playoff | 5.788 |
| 12/08/14 | Lost | Timberline 56 | Tumwater 59 | Non-league | 5.148 |
| 12/12/14 | Won | Timberline 56 | Gig Harbor 49 | League | 2.044 |
| 12/20/14 | Won | Timberline 56 | Black Hills 49 | Non-league | 6.793 |
| 01/03/15 | Lost | Timberline 45 | Puyallup 55 | Non-league | 4.088 |
| 01/23/15 | Won | Timberline 58 | South Kitsap 55 | League | 6.085 |
| 02/16/15 | Won | Timberline 42 | South Kitsap 41 | Playoff | 6.085 |
| 02/18/15 | Won | Timberline 59 | Tahoma 55 | Playoff | 8.974 |
| 12/07/15 | Won | Timberline 59 | Tumwater 48 | Non-league | 0.175 |
| 01/02/16 | Lost | Timberline 33 | Emerald Ridge 37 | Non-league | 6.373 |
| 01/13/16 | Won | Timberline 52 | Olympia 41 | League | 6.368 |
| 01/22/16 | Lost | Timberline 35 | South Kitsap 44 | League | 2.038 |
| 01/13/17 | Lost | Timberline 46 | Peninsula 58 | League | 6.460 |
| 01/03/18 | Won | Timberline 43 | Gig Harbor 40 | League | 14.852 |
| 01/05/18 | Lost | Timberline 41 | Shelton 42 | League | 3.634 |
| 01/12/18 | Won | Timberline 61 | Peninsula 54 | League | 2.909 |
| 12/27/18 | Won | Timberline 59 | Kentwood 55 | Non-league | 2.588 |
| 01/09/19 | Won | Timberline 63 | North Thurston 59 | League | 3.360 |
| 01/16/19 | Lost | Timberline 37 | Capital 55 | League | 0.064 |
| 01/23/19 | Lost | Timberline 43 | Shelton 45 | League | 8.445 |
| 12/20/19 | Lost | Timberline 49 | Shelton 51 | League | 3.936 |
39 Wins, 37 Losses
| Date | Game Type | Upset Magnitude | |||
|---|---|---|---|---|---|
| 12/10/02 | Won | Timberline W | Black Hills L | League | 1.841 |
| 12/13/02 | Won | Timberline 56 | Aberdeen 48 | League | 6.640 |
| 01/03/03 | Lost | Timberline 46 | North Thurston 49 | League | 1.720 |
| 01/10/03 | Won | Timberline 40 | River Ridge 38 | League | 4.127 |
| 01/28/03 | Won | Timberline 56 | Centralia 48 | League | 2.531 |
| 02/04/03 | Lost | Timberline 47 | North Thurston 53 | League | 1.720 |
| 02/11/03 | Won | Timberline 50 | River Ridge 45 | League | 4.127 |
| 02/17/03 | Won | Timberline 54 | Yelm 52 | League | 5.387 |
| 12/12/03 | Lost | Timberline 53 | Aberdeen 61 | League | 2.002 |
| 01/20/04 | Lost | Timberline 42 | Black Hills 50 | League | 3.693 |
| 01/27/04 | Lost | Timberline 66 | Centralia 76 | League | 5.037 |
| 03/03/04 | Won | Timberline 76 | Cleveland 74 | Playoff | 3.861 |
| 12/18/04 | Won | Timberline 48 | Battle Ground 47 | Non-league | 22.766 |
| 12/01/06 | Lost | Timberline 48 | North Mason 56 | Non-league | 6.345 |
| 12/09/06 | Won | Timberline 51 | Beamer 49 | Non-league | 5.351 |
| 01/19/07 | Won | Timberline 45 | Clover Park 38 | League | 1.994 |
| 01/30/07 | Won | Timberline 51 | Yelm 46 | League | 2.354 |
| 02/13/07 | Won | Timberline 68 | Clover Park 54 | League | 1.994 |
| 11/30/07 | Won | Timberline 67 | Mountain View 62 | Non-league | 15.784 |
| 12/28/07 | Lost | Timberline 49 | Tumwater 51 | Non-league | 0.405 |
| 01/05/08 | Won | Timberline 64 | Shorecrest 57 | Non-league | 3.227 |
| 02/08/08 | Won | Timberline 50 | Clover Park 46 | League | 1.949 |
| 12/13/08 | Lost | Timberline 58 | Shelton 63 | Non-league | 8.162 |
| 12/16/08 | Won | Timberline 61 | Franklin Pierce 48 | Non-league | 5.929 |
| 01/06/09 | Won | Timberline 69 | White River 66 | Non-league | 0.663 |
| 01/09/09 | Lost | Timberline 56 | Hoquiam 65 | Non-league | 4.178 |
| 01/16/09 | Lost | Timberline 54 | Yelm 57 | League | 0.609 |
| 02/06/09 | Lost | Timberline 46 | Yelm 59 | League | 0.609 |
| 02/13/09 | Won | Timberline 50 | North Thurston 48 | League | 6.210 |
| 02/18/09 | Won | Timberline 71 | Capital 66 | League | 9.979 |
| 12/04/09 | Lost | Timberline 38 | Hoquiam 55 | Non-league | 7.666 |
| 12/19/09 | Lost | Timberline 57 | Bonney Lake 65 | Non-league | 5.437 |
| 01/26/10 | Lost | Timberline 46 | Yelm 48 | League | 10.766 |
| 01/04/11 | Lost | Timberline 57 | Black Hills 60 | Non-league | 2.243 |
| 12/05/11 | Lost | Timberline 58 | Black Hills 60 | Non-league | 1.593 |
| 12/16/11 | Won | Timberline 62 | River Ridge 50 | Non-league | 5.608 |
| 12/28/11 | Won | Timberline 71 | North Thurston 67 | Non-league | 7.703 |
| 01/03/12 | Lost | Timberline 53 | Black Hills 57 | Non-league | 1.593 |
| 01/02/13 | Lost | Timberline 63 | Tumwater 64 | Non-league | 17.928 |
| 01/09/13 | Lost | Timberline 63 | Mount Tahoma 64 | League | 1.397 |
| 01/11/13 | Won | Timberline 64 | Central Kitsap 59 | Non-league | 0.963 |
| 02/16/13 | Won | Timberline 52 | Foss 48 | Playoff | 8.361 |
| 02/23/13 | Won | Timberline 56 | Mercer Island 55 | Playoff | 16.023 |
| 12/06/13 | Lost | Timberline 45 | Olympia 47 | Non-league | 2.254 |
| 01/20/14 | Lost | Timberline 43 | Auburn Mountainview 45 | Non-league | 12.231 |
| 01/22/14 | Won | Timberline 65 | Foss 62 | League | 1.780 |
| 12/05/14 | Won | Timberline 80 | River Ridge 79 | Non-league | 2.411 |
| 12/29/14 | Lost | Timberline 55 | Tumwater 83 | Non-league | 2.904 |
| 01/14/15 | Lost | Timberline 55 | Olympia 65 | League | 9.127 |
| 02/19/15 | Won | Timberline 62 | Bellarmine Prep 61 | Playoff | 0.845 |
| 12/23/15 | Lost | Timberline 63 | Emerald Ridge 64 | Non-league | 4.994 |
| 02/17/16 | Won | Timberline 66 | Olympia 56 | Playoff | 4.001 |
| 11/29/16 | Won | Timberline 80 | Foss 70 | Non-league | 7.775 |
| 12/14/16 | Lost | Timberline 51 | Capital 76 | League | 2.106 |
| 12/20/16 | Lost | Timberline 70 | Mark Morris 77 | Non-league | 4.680 |
| 01/13/17 | Lost | Timberline 52 | Peninsula 53 | League | 13.270 |
| 01/16/17 | Won | Timberline 79 | Wilson 63 | Non-league | 2.950 |
| 01/20/17 | Lost | Timberline 50 | Capital 52 | League | 2.106 |
| 02/10/17 | Won | Timberline 80 | Prairie 66 | Playoff | 1.805 |
| 02/18/17 | Won | Timberline 55 | Spanaway Lake 54 | Playoff | 1.070 |
| 12/15/17 | Lost | Timberline 58 | North Thurston 63 | League | 3.074 |
| 12/22/17 | Lost | Timberline 49 | Marysville-Pilchuck 69 | Non-league | 5.314 |
| 01/24/18 | Lost | Timberline 65 | North Thurston 67 | League | 3.074 |
| 02/24/18 | Lost | Timberline 51 | Kelso 58 | Playoff | 2.230 |
| 02/28/18 | Won | Timberline 87 | Seattle Prep 68 | Playoff | 7.126 |
| 03/02/18 | Won | Timberline 73 | Wilson 65 | Playoff | 2.886 |
| 12/07/18 | Won | Timberline 56 | Capital 55 | League | 2.427 |
| 12/10/18 | Won | Timberline 55 | Kelso 50 | Non-league | 6.224 |
| 01/18/19 | Lost | Timberline 55 | Central Kitsap 63 | League | 10.047 |
| 02/05/19 | Won | Timberline 56 | Wilson 55 | Playoff | 3.197 |
| 12/03/19 | Lost | Timberline 62 | Mark Morris 65 | Non-league | 2.171 |
| 12/20/19 | Lost | Timberline 52 | Shelton 56 | League | 0.661 |
| 01/10/20 | Lost | Timberline 47 | Peninsula 56 | League | 2.745 |
| 01/22/20 | Won | Timberline 50 | Capital 40 | League | 7.685 |
| 01/31/20 | Lost | Timberline 86 | Yelm 92 | League | 5.687 |
| 02/11/20 | Won | Timberline 73 | Stadium 66 | Playoff | 11.655 |