53 Wins, 52 Losses
| Date | Game Type | Upset Magnitude | |||
|---|---|---|---|---|---|
| 02/05/87 | Won | Montesano 58 | Elma 52 | League | 3.811 |
| 02/09/87 | Won | Montesano 54 | Ilwaco 51 | League | 6.564 |
| 02/28/87 | Won | Montesano 58 | Elma 57 | Playoff | 3.811 |
| 03/05/87 | Won | Montesano 57 | Colfax 55 | Playoff | 8.675 |
| 01/28/88 | Won | Montesano 60 | Toledo 58 | League | 11.991 |
| 02/20/88 | Lost | Montesano 23 | Castle Rock 35 | Playoff | 2.427 |
| 02/22/88 | Lost | Montesano 46 | Stevenson 50 | Playoff | 7.721 |
| 02/06/89 | Won | Montesano 39 | Tenino 33 | League | 9.593 |
| 01/17/91 | Won | Montesano 49 | Toledo 35 | League | 4.811 |
| 02/18/91 | Won | Montesano 45 | Castle Rock 38 | Playoff | 0.698 |
| 01/27/92 | Won | Montesano 54 | Toledo 49 | League | 0.552 |
| 01/30/92 | Lost | Montesano 46 | Forks 52 | League | 2.544 |
| 02/06/92 | Won | Montesano 74 | Lake Quinault 59 | Non-league | 0.344 |
| 01/11/93 | Lost | Montesano 38 | Elma 60 | League | 0.531 |
| 12/04/93 | Lost | Montesano 42 | Onalaska 46 | League | 0.976 |
| 12/13/93 | Won | Montesano 51 | Aberdeen 45 | Non-league | 2.987 |
| 01/18/94 | Lost | Montesano 66 | Elma 67 | League | 7.915 |
| 01/21/94 | Won | Montesano 62 | White Pass 53 | League | 0.844 |
| 02/19/94 | Lost | Montesano 59 | Castle Rock 60 | Playoff | 3.894 |
| 02/21/94 | Lost | Montesano 38 | Woodland 44 | Playoff | 11.220 |
| 12/13/94 | Lost | Montesano 61 | White Pass 62 | League | 4.021 |
| 01/03/95 | Lost | Montesano L | Forks W | League | 5.553 |
| 01/06/95 | Won | Montesano 71 | Toledo 69 | League | 11.205 |
| 01/12/95 | Lost | Montesano 54 | Tenino 57 | League | 1.140 |
| 01/13/95 | Won | Montesano 55 | Onalaska 28 | League | 3.101 |
| 02/09/95 | Lost | Montesano 51 | Tenino 56 | League | 1.140 |
| 02/16/95 | Won | Montesano 68 | La Center 58 | Playoff | 6.136 |
| 02/23/95 | Won | Montesano 43 | Onalaska 41 | Playoff | 3.101 |
| 11/28/95 | Lost | Montesano 50 | South Bend 51 | Non-league | 3.517 |
| 12/08/95 | Lost | Montesano 62 | Tenino 78 | League | 11.289 |
| 12/19/95 | Lost | Montesano 37 | Raymond 51 | League | 6.036 |
| 01/15/96 | Lost | Montesano 42 | Winlock 52 | League | 1.245 |
| 02/08/96 | Won | Montesano 46 | Ocosta 44 | League | 11.668 |
| 02/15/96 | Won | Montesano 69 | White Pass 46 | Playoff | 0.483 |
| 02/22/96 | Won | Montesano 56 | Onalaska 46 | Playoff | 2.606 |
| 02/24/96 | Won | Montesano 44 | Rochester 40 | Playoff | 11.621 |
| 02/22/97 | Won | Montesano 57 | Ilwaco 54 | Playoff | 1.992 |
| 12/12/97 | Lost | Montesano 42 | Raymond 54 | Non-league | 0.061 |
| 12/30/97 | Won | Montesano 48 | Ocosta 38 | Non-league | 3.065 |
| 01/10/98 | Lost | Montesano 59 | Hoquiam 60 | League | 10.972 |
| 03/06/98 | Won | Montesano 63 | Black Hills 48 | Playoff | 13.767 |
| 12/15/98 | Lost | Montesano 56 | Hoquiam 61 | League | 7.457 |
| 12/29/98 | Won | Montesano 43 | Raymond 24 | Non-league | 1.556 |
| 01/12/99 | Lost | Montesano 42 | Rochester 47 | League | 8.479 |
| 01/29/99 | Won | Montesano 54 | Woodland 48 | League | 6.733 |
| 02/04/99 | Lost | Montesano 53 | Ridgefield 55 | League | 4.459 |
| 03/06/99 | Lost | Montesano 42 | Ridgefield 46 | Playoff | 4.459 |
| 03/11/99 | Won | Montesano 63 | Eatonville 52 | Playoff | 2.406 |
| 01/27/00 | Won | Montesano 71 | Tenino 59 | League | 6.026 |
| 02/11/00 | Won | Montesano 53 | Hoquiam 46 | League | 0.722 |
| 02/15/00 | Won | Montesano 68 | Ilwaco 63 | League | 6.522 |
| 12/28/00 | Lost | Montesano 35 | Raymond 37 | Non-league | 2.426 |
| 01/18/01 | Won | Montesano 48 | Ilwaco 44 | League | 14.839 |
| 12/14/01 | Lost | Montesano 48 | Rochester 55 | League | 20.286 |
| 02/23/02 | Lost | Montesano 36 | Ridgefield 52 | Playoff | 3.532 |
| 01/17/03 | Lost | Montesano 33 | Forks 50 | League | 0.224 |
| 01/21/03 | Lost | Montesano 41 | Rochester 42 | League | 2.226 |
| 02/06/03 | Lost | Montesano 58 | Rochester 66 | League | 2.226 |
| 02/10/03 | Won | Montesano 35 | Elma 30 | League | 8.112 |
| 12/12/03 | Lost | Montesano 54 | Columbia (White Salmon) 55 | Non-league | 11.275 |
| 12/18/03 | Lost | Montesano 35 | Rochester 49 | League | 2.236 |
| 02/09/04 | Won | Montesano 52 | Elma 47 | League | 20.360 |
| 02/17/04 | Won | Montesano 53 | Tenino 43 | League | 15.760 |
| 12/29/04 | Won | Montesano 59 | North Beach 58 | Non-league | 16.777 |
| 01/26/06 | Lost | Montesano 37 | Tenino 51 | League | 5.358 |
| 02/07/06 | Lost | Montesano 43 | Elma 50 | League | 1.478 |
| 02/25/06 | Won | Montesano 29 | Hoquiam 28 | Playoff | 21.145 |
| 01/05/07 | Lost | Montesano 32 | Winlock 50 | League | 1.171 |
| 01/12/07 | Won | Montesano 52 | Onalaska 38 | League | 3.180 |
| 01/27/07 | Lost | Montesano 37 | Castle Rock 40 | Non-league | 1.122 |
| 01/29/07 | Lost | Montesano 40 | Winlock 47 | League | 1.171 |
| 02/15/07 | Won | Montesano 50 | Ilwaco 44 | Playoff | 7.093 |
| 11/30/07 | Lost | Montesano 56 | Castle Rock 59 | Non-league | 4.435 |
| 01/09/09 | Lost | Montesano 48 | Forks 49 | League | 1.450 |
| 01/14/09 | Won | Montesano 47 | Onalaska 44 | League | 9.579 |
| 02/05/09 | Won | Montesano 53 | Rainier 51 | League | 3.124 |
| 02/19/09 | Lost | Montesano 45 | Ilwaco 47 | Playoff | 4.542 |
| 01/14/11 | Won | Montesano 45 | Tenino 43 | League | 5.305 |
| 01/24/11 | Lost | Montesano 42 | Hoquiam 45 | League | 1.582 |
| 01/28/11 | Lost | Montesano 28 | Forks 34 | League | 11.807 |
| 11/29/11 | Won | Montesano 39 | Willapa Valley 24 | Non-league | 3.723 |
| 12/06/11 | Won | Montesano 41 | Naselle 32 | Non-league | 0.506 |
| 12/19/11 | Won | Montesano 47 | Hoquiam 37 | League | 2.784 |
| 12/29/11 | Won | Montesano 31 | Tacoma Baptist 26 | Non-league | 5.528 |
| 01/10/12 | Lost | Montesano 49 | Rochester 52 | League | 3.678 |
| 01/24/12 | Won | Montesano 52 | Hoquiam 46 | League | 2.784 |
| 12/11/12 | Lost | Montesano 46 | Rainier 54 | League | 3.743 |
| 12/29/12 | Won | Montesano 49 | Morton-White Pass 42 | Non-league | 8.430 |
| 01/04/13 | Lost | Montesano 30 | Hoquiam 34 | League | 2.740 |
| 01/07/13 | Lost | Montesano 46 | Rochester 52 | League | 3.299 |
| 02/01/13 | Lost | Montesano 44 | Rochester 51 | League | 3.299 |
| 02/08/13 | Won | Montesano 49 | Elma 43 | Playoff | 4.132 |
| 02/12/13 | Won | Montesano 45 | Woodland 26 | Playoff | 9.483 |
| 02/17/15 | Won | Montesano 58 | Kalama 44 | Playoff | 3.800 |
| 12/29/15 | Lost | Montesano 46 | Centralia 48 | Non-league | 3.890 |
| 03/01/17 | Lost | Montesano 49 | Meridian 54 | Playoff | 3.879 |
| 01/09/18 | Won | Montesano 45 | Elma 37 | League | 8.083 |
| 02/17/18 | Won | Montesano 46 | Elma 30 | Playoff | 8.083 |
| 12/04/18 | Lost | Montesano 60 | Rochester 64 | Non-league | 7.208 |
| 01/04/19 | Lost | Montesano 44 | Tenino 53 | League | 8.346 |
| 01/15/19 | Won | Montesano 45 | Elma 30 | League | 9.428 |
| 02/14/19 | Lost | Montesano 57 | King's Way Christian 61 | Playoff | 5.468 |
| 12/10/19 | Lost | Montesano 38 | Rochester 40 | Non-league | 0.376 |
| 01/21/20 | Won | Montesano 49 | Elma 45 | League | 2.176 |
| 02/15/20 | Lost | Montesano 53 | La Center 64 | Playoff | 12.442 |
38 Wins, 37 Losses
| Date | Game Type | Upset Magnitude | |||
|---|---|---|---|---|---|
| 12/17/02 | Won | Montesano 51 | Rochester 48 | League | 7.528 |
| 02/04/03 | Won | Montesano 48 | Forks 43 | League | 3.102 |
| 02/11/03 | Won | Montesano 59 | Elma 58 | League | 12.975 |
| 02/18/03 | Won | Montesano 57 | Tenino 47 | League | 7.871 |
| 12/18/03 | Lost | Montesano 56 | Rochester 66 | League | 0.726 |
| 02/06/04 | Lost | Montesano 52 | Rochester 59 | League | 0.726 |
| 01/03/05 | Won | Montesano 48 | Elma 47 | League | 2.934 |
| 01/11/05 | Won | Montesano 47 | Tenino 44 | League | 8.962 |
| 01/18/05 | Lost | Montesano 41 | Rochester 54 | League | 10.905 |
| 01/20/05 | Won | Montesano 55 | Elma 49 | League | 2.934 |
| 02/08/05 | Won | Montesano 53 | Elma 51 | League | 2.934 |
| 11/30/05 | Lost | Montesano 58 | Woodland 68 | Non-league | 2.181 |
| 12/29/05 | Won | Montesano 65 | Castle Rock 52 | Non-league | 6.624 |
| 02/28/06 | Won | Montesano 58 | Stevenson 56 | Playoff | 3.812 |
| 12/16/06 | Lost | Montesano 48 | Elma 57 | Non-league | 2.687 |
| 12/29/06 | Won | Montesano 69 | White Pass 62 | Non-league | 1.176 |
| 01/08/07 | Lost | Montesano 47 | Rainier 56 | League | 12.635 |
| 01/11/07 | Won | Montesano 61 | Onalaska 47 | League | 1.737 |
| 02/09/07 | Lost | Montesano 62 | Forks 64 | League | 8.058 |
| 12/14/07 | Won | Montesano 66 | North Beach 64 | Non-league | 5.143 |
| 12/27/07 | Won | Montesano 49 | Sultan 47 | Non-league | 7.410 |
| 01/05/08 | Won | Montesano 53 | Elma 48 | Non-league | 4.731 |
| 01/10/08 | Won | Montesano 64 | Onalaska 62 | League | 6.590 |
| 02/05/08 | Won | Montesano 50 | Onalaska 46 | League | 6.590 |
| 12/11/08 | Lost | Montesano 40 | Ocosta 45 | Non-league | 4.973 |
| 12/29/08 | Lost | Montesano 40 | Woodland 51 | Non-league | 0.643 |
| 01/27/09 | Won | Montesano 63 | Toledo 52 | League | 4.460 |
| 02/03/09 | Lost | Montesano 28 | Forks 43 | League | 0.503 |
| 02/06/09 | Won | Montesano 50 | Rainier 45 | League | 8.732 |
| 01/12/10 | Lost | Montesano 50 | Rainier 56 | League | 4.160 |
| 01/19/10 | Lost | Montesano 38 | Winlock 56 | League | 17.707 |
| 01/26/10 | Won | Montesano 42 | Toledo 33 | League | 8.035 |
| 02/17/10 | Won | Montesano 41 | Castle Rock 38 | Playoff | 10.267 |
| 12/07/10 | Lost | Montesano 45 | Naselle 52 | Non-league | 9.608 |
| 12/29/10 | Won | Montesano 44 | Castle Rock 42 | Non-league | 1.946 |
| 12/30/10 | Won | Montesano 57 | Willapa Valley 50 | Non-league | 2.092 |
| 01/07/11 | Lost | Montesano 42 | Forks 56 | League | 4.356 |
| 01/08/11 | Won | Montesano 46 | Rainier 43 | League | 4.623 |
| 01/28/11 | Lost | Montesano 43 | Forks 47 | League | 4.356 |
| 02/04/11 | Lost | Montesano 52 | Tenino 57 | League | 2.511 |
| 12/06/11 | Won | Montesano 49 | Raymond 45 | Non-league | 3.251 |
| 12/12/11 | Lost | Montesano 40 | Elma 59 | League | 1.731 |
| 12/20/11 | Won | Montesano 69 | Hoquiam 52 | League | 0.791 |
| 01/10/12 | Lost | Montesano 39 | Rochester 42 | League | 11.807 |
| 01/13/12 | Lost | Montesano 50 | Tenino 61 | League | 2.184 |
| 12/10/12 | Won | Montesano 40 | Willapa Valley 39 | Non-league | 4.521 |
| 12/28/12 | Won | Montesano 44 | Raymond 40 | Non-league | 10.598 |
| 01/09/13 | Lost | Montesano 53 | Naselle 56 | Non-league | 8.259 |
| 01/14/13 | Won | Montesano 55 | Raymond 52 | Non-league | 10.598 |
| 02/04/13 | Won | Montesano 51 | Castle Rock 50 | Playoff | 7.089 |
| 12/09/14 | Won | Montesano 57 | Tenino 43 | League | 0.409 |
| 12/11/14 | Lost | Montesano 59 | Rochester 68 | League | 5.255 |
| 01/26/15 | Won | Montesano 48 | Raymond 41 | Non-league | 5.877 |
| 01/28/15 | Lost | Montesano 41 | Elma 47 | League | 2.208 |
| 02/10/15 | Lost | Montesano 36 | Elma 38 | Playoff | 2.208 |
| 12/28/15 | Lost | Montesano 43 | Ilwaco 51 | Non-league | 8.320 |
| 01/05/16 | Won | Montesano 56 | Eatonville 52 | League | 5.464 |
| 01/12/16 | Lost | Montesano 41 | Forks 55 | League | 3.879 |
| 01/22/16 | Won | Montesano 59 | Hoquiam 55 | League | 10.931 |
| 02/05/16 | Lost | Montesano 63 | Forks 69 | League | 3.879 |
| 01/13/17 | Won | Montesano 52 | Forks 42 | League | 4.467 |
| 01/12/18 | Lost | Montesano 46 | Forks 49 | League | 15.430 |
| 01/20/18 | Lost | Montesano 71 | Seton Catholic 74 | Non-league | 16.700 |
| 02/13/18 | Lost | Montesano 44 | King's Way Christian 68 | Playoff | 7.240 |
| 02/28/18 | Lost | Montesano 38 | Northwest 47 | Playoff | 2.290 |
| 12/14/18 | Lost | Montesano 66 | Aberdeen 79 | Non-league | 6.545 |
| 12/28/18 | Won | Montesano 61 | Monroe 54 | Non-league | 2.585 |
| 01/02/19 | Lost | Montesano 56 | Hoquiam 57 | League | 13.271 |
| 01/11/19 | Lost | Montesano 45 | Adna 47 | Non-league | 1.408 |
| 01/25/19 | Lost | Montesano 68 | Forks 70 | League | 5.146 |
| 02/07/19 | Won | Montesano 70 | Seton Catholic 68 | Playoff | 9.974 |
| 12/07/19 | Lost | Montesano 39 | Castle Rock 42 | Non-league | 11.293 |
| 12/28/19 | Won | Montesano 57 | Bear Creek 55 | Non-league | 0.141 |
| 01/17/20 | Lost | Montesano 80 | Adna 87 | Non-league | 0.798 |
| 02/14/20 | Lost | Montesano 71 | Stevenson 74 | Playoff | 7.346 |