65 Wins, 67 Losses
| Date | Game Type | Upset Magnitude | |||
|---|---|---|---|---|---|
| 02/21/87 | Won | Olympia 39 | Battle Ground 37 | Playoff | 4.331 |
| 12/17/87 | Won | Olympia 33 | Centralia 27 | League | 1.949 |
| 01/19/89 | Lost | Olympia 47 | Timberline 49 | League | 9.232 |
| 02/11/89 | Won | Olympia 41 | Centralia 37 | League | 1.435 |
| 02/13/89 | Won | Olympia 45 | Hoquiam 37 | League | 7.485 |
| 12/04/89 | Won | Olympia 56 | Lakes 54 | Non-league | 0.258 |
| 02/20/90 | Won | Olympia 53 | Tumwater 46 | League | 2.106 |
| 12/10/90 | Lost | Olympia 36 | Aberdeen 51 | Non-league | 2.091 |
| 12/17/90 | Won | Olympia 84 | Elma 76 | League | 6.058 |
| 01/14/91 | Lost | Olympia 64 | Hoquiam 65 | League | 0.977 |
| 02/19/91 | Lost | Olympia 48 | Tumwater 61 | League | 0.537 |
| 02/26/91 | Lost | Olympia 63 | Tumwater 65 | Playoff | 0.537 |
| 01/21/92 | Lost | Olympia 45 | Centralia 55 | League | 0.469 |
| 01/28/92 | Lost | Olympia 60 | Shelton 61 | League | 5.610 |
| 02/04/92 | Won | Olympia 65 | W.F. West 52 | League | 2.830 |
| 03/03/92 | Lost | Olympia 60 | R.A. Long 61 | Playoff | 1.743 |
| 01/15/93 | Lost | Olympia 72 | Aberdeen 73 | League | 12.061 |
| 02/18/93 | Lost | Olympia 50 | Shelton 52 | League | 12.988 |
| 12/03/93 | Won | Olympia 59 | Fife 49 | Non-league | 1.224 |
| 01/06/94 | Won | Olympia 59 | W.F. West 42 | League | 2.403 |
| 01/20/94 | Lost | Olympia 59 | Centralia 61 | League | 5.634 |
| 02/04/94 | Won | Olympia 55 | Aberdeen 54 | League | 6.086 |
| 02/11/94 | Lost | Olympia 44 | Hoquiam 56 | League | 4.336 |
| 02/15/94 | Lost | Olympia 55 | Centralia 64 | League | 5.634 |
| 02/18/94 | Lost | Olympia 42 | Shelton 55 | League | 5.316 |
| 02/22/94 | Lost | Olympia 34 | Capital 38 | League | 11.487 |
| 01/20/95 | Lost | Olympia 44 | Centralia 45 | League | 10.640 |
| 12/01/95 | Won | Olympia 66 | River Ridge 51 | Non-league | 6.293 |
| 12/19/95 | Won | Olympia 62 | Elma 58 | League | 13.726 |
| 01/05/96 | Won | Olympia 43 | W.F. West 41 | League | 7.167 |
| 01/12/96 | Lost | Olympia 41 | Centralia 45 | League | 10.062 |
| 01/10/97 | Won | Olympia 56 | Centralia 45 | League | 5.117 |
| 01/14/97 | Won | Olympia 49 | Shelton 47 | League | 1.312 |
| 02/13/98 | Lost | Olympia 38 | Shelton 41 | League | 4.426 |
| 12/11/98 | Won | Olympia 52 | Evergreen (Vancouver) 45 | Non-league | 3.449 |
| 01/05/99 | Won | Olympia 39 | Shelton 35 | League | 1.380 |
| 01/19/99 | Lost | Olympia 41 | Camas 47 | League | 9.054 |
| 02/11/99 | Won | Olympia 67 | Shelton 60 | League | 1.380 |
| 12/10/99 | Won | Olympia 58 | Bellarmine Prep 56 | League | 8.143 |
| 12/28/99 | Lost | Olympia 37 | Capital 46 | Non-league | 0.107 |
| 01/07/00 | Lost | Olympia 53 | Foss 59 | League | 2.417 |
| 01/14/00 | Lost | Olympia 55 | Mount Tahoma 63 | League | 4.401 |
| 01/21/00 | Lost | Olympia 52 | Peninsula 55 | League | 10.514 |
| 01/26/00 | Lost | Olympia 44 | Capital 57 | League | 0.107 |
| 02/15/00 | Lost | Olympia 49 | Foss 51 | League | 2.417 |
| 02/29/00 | Lost | Olympia 47 | Foss 60 | Playoff | 2.417 |
| 11/30/00 | Lost | Olympia 60 | Black Hills 62 | Non-league | 2.013 |
| 12/04/00 | Lost | Olympia 60 | Tumwater 71 | Non-league | 3.436 |
| 01/03/01 | Won | Olympia 48 | Gig Harbor 41 | League | 5.698 |
| 01/26/01 | Lost | Olympia 50 | Foss 55 | League | 7.599 |
| 01/31/01 | Won | Olympia 47 | Bellarmine Prep 46 | League | 1.326 |
| 02/09/01 | Won | Olympia 58 | Gig Harbor 49 | League | 5.698 |
| 02/17/01 | Won | Olympia 55 | Capital 47 | Playoff | 6.545 |
| 02/20/02 | Lost | Olympia 40 | Kentridge 47 | Playoff | 5.560 |
| 01/15/03 | Lost | Olympia 38 | Wilson 41 | League | 10.198 |
| 01/31/03 | Won | Olympia 50 | Capital 43 | League | 7.416 |
| 02/14/03 | Lost | Olympia 45 | Foss 48 | League | 5.378 |
| 03/04/03 | Won | Olympia 57 | Port Angeles 49 | Playoff | 9.330 |
| 03/06/03 | Won | Olympia 48 | Capital 35 | Playoff | 7.416 |
| 12/03/03 | Won | Olympia 49 | Shelton 40 | Non-league | 0.397 |
| 12/20/03 | Lost | Olympia 45 | North Thurston 56 | Non-league | 0.754 |
| 01/14/04 | Won | Olympia 49 | Bellarmine Prep 41 | League | 3.953 |
| 01/30/04 | Won | Olympia 53 | Lincoln 38 | League | 21.533 |
| 02/11/04 | Won | Olympia 52 | Wilson 49 | League | 3.997 |
| 12/11/04 | Lost | Olympia 49 | Port Angeles 65 | Non-league | 3.306 |
| 12/15/04 | Won | Olympia 45 | Foss 44 | League | 12.994 |
| 12/29/04 | Won | Olympia 53 | Bellingham 47 | Non-league | 11.076 |
| 12/30/04 | Won | Olympia 44 | Clover Park 35 | Non-league | 0.981 |
| 01/12/05 | Lost | Olympia 38 | Bellarmine Prep 42 | League | 2.816 |
| 12/03/05 | Lost | Olympia 36 | North Thurston 52 | Non-league | 4.183 |
| 12/07/05 | Lost | Olympia 45 | North Kitsap 49 | Non-league | 2.647 |
| 12/14/05 | Won | Olympia 57 | Foss 51 | League | 2.360 |
| 12/27/05 | Won | Olympia 39 | Lakes 33 | Non-league | 5.718 |
| 01/20/06 | Won | Olympia 41 | Foss 35 | League | 2.360 |
| 12/06/06 | Won | Olympia 58 | Central Kitsap 53 | League | 3.143 |
| 12/13/06 | Won | Olympia 50 | Bellarmine Prep 47 | League | 10.650 |
| 12/27/06 | Lost | Olympia 46 | North Thurston 48 | Non-league | 3.208 |
| 01/20/07 | Lost | Olympia 43 | Yelm 51 | Non-league | 0.308 |
| 01/30/07 | Lost | Olympia 58 | Stadium 63 | League | 6.919 |
| 12/28/07 | Won | Olympia 48 | Black Hills 47 | Non-league | 8.460 |
| 01/02/08 | Lost | Olympia 45 | Yelm 48 | Non-league | 0.878 |
| 01/17/08 | Lost | Olympia 53 | Foss 59 | League | 0.231 |
| 01/19/08 | Lost | Olympia 40 | Central Kitsap 44 | League | 8.194 |
| 02/20/08 | Lost | Olympia 53 | Foss 60 | Playoff | 0.231 |
| 12/03/08 | Won | Olympia 48 | Black Hills 38 | Non-league | 8.662 |
| 01/12/09 | Won | Olympia 51 | Capital 42 | Non-league | 0.944 |
| 02/05/09 | Won | Olympia 57 | Mount Tahoma 44 | League | 4.832 |
| 02/14/09 | Lost | Olympia 43 | South Kitsap 50 | Playoff | 3.888 |
| 02/18/09 | Lost | Olympia 39 | Rogers (Puyallup) 51 | Playoff | 2.896 |
| 12/09/09 | Lost | Olympia 43 | Yelm 44 | Non-league | 4.559 |
| 01/04/10 | Won | Olympia 53 | Capital 44 | Non-league | 1.034 |
| 01/15/10 | Won | Olympia 65 | South Kitsap 52 | League | 1.861 |
| 01/26/10 | Lost | Olympia 52 | Central Kitsap 60 | League | 9.475 |
| 02/13/10 | Lost | Olympia 44 | Wilson 52 | Playoff | 5.177 |
| 02/24/10 | Lost | Olympia 34 | Kentlake 36 | Playoff | 2.088 |
| 12/08/10 | Lost | Olympia 48 | Capital 53 | Non-league | 6.590 |
| 12/30/10 | Won | Olympia 61 | W.F. West 53 | Non-league | 1.897 |
| 01/28/11 | Lost | Olympia 45 | Central Kitsap 50 | League | 5.386 |
| 12/14/11 | Lost | Olympia 43 | Stadium 45 | League | 15.726 |
| 01/11/12 | Won | Olympia 80 | Mount Tahoma 78 | League | 4.642 |
| 02/01/12 | Lost | Olympia 47 | Gig Harbor 53 | League | 10.271 |
| 02/03/12 | Won | Olympia 77 | Mount Tahoma 67 | League | 4.642 |
| 02/17/12 | Won | Olympia 59 | Spanaway Lake 55 | Playoff | 8.590 |
| 02/18/12 | Won | Olympia 47 | Central Kitsap 44 | Playoff | 15.575 |
| 01/16/13 | Won | Olympia 78 | Central Kitsap 71 | League | 3.528 |
| 01/18/13 | Lost | Olympia 34 | Gig Harbor 42 | League | 7.697 |
| 02/01/13 | Lost | Olympia 52 | South Kitsap 53 | League | 5.113 |
| 12/20/13 | Lost | Olympia 30 | North Thurston 38 | Non-league | 14.575 |
| 02/06/14 | Won | Olympia 44 | Central Kitsap 43 | League | 4.508 |
| 12/10/14 | Lost | Olympia 52 | Black Hills 53 | Non-league | 5.748 |
| 12/17/14 | Lost | Olympia 52 | Gig Harbor 54 | League | 10.497 |
| 01/19/15 | Lost | Olympia 56 | Central Kitsap 58 | Non-league | 6.507 |
| 02/13/15 | Lost | Olympia 46 | Kentlake 61 | Playoff | 0.439 |
| 12/16/15 | Won | Olympia 45 | Gig Harbor 42 | League | 9.263 |
| 01/13/16 | Lost | Olympia 41 | Timberline 52 | League | 6.368 |
| 11/29/16 | Won | Olympia 40 | Roosevelt 36 | Non-league | 1.779 |
| 12/28/16 | Lost | Olympia 25 | Sequim 33 | Non-league | 22.425 |
| 12/29/16 | Lost | Olympia 46 | Jackson 51 | Non-league | 5.867 |
| 12/07/17 | Lost | Olympia 50 | Emerald Ridge 52 | League | 8.093 |
| 01/17/18 | Won | Olympia 46 | Curtis 35 | League | 4.557 |
| 02/10/18 | Won | Olympia 54 | Curtis 51 | Playoff | 4.557 |
| 02/13/18 | Won | Olympia 44 | Jefferson 42 | Playoff | 2.121 |
| 12/07/18 | Won | Olympia 43 | Sumner 39 | League | 1.870 |
| 01/12/19 | Won | Olympia 46 | Puyallup 37 | League | 1.582 |
| 01/25/19 | Won | Olympia 50 | Puyallup 48 | League | 1.582 |
| 12/07/19 | Lost | Olympia 43 | South Kitsap 46 | League | 8.678 |
| 12/11/19 | Won | Olympia 44 | Sumner 43 | League | 5.945 |
| 12/19/19 | Lost | Olympia 47 | Emerald Ridge 62 | League | 5.023 |
| 12/28/19 | Won | Olympia 57 | Yelm 46 | Non-league | 1.991 |
| 01/23/20 | Won | Olympia 43 | Curtis 42 | League | 1.778 |
| 02/04/20 | Won | Olympia 56 | Bellarmine Prep 54 | League | 17.666 |
| 02/15/20 | Won | Olympia 49 | Curtis 45 | Playoff | 1.778 |
43 Wins, 55 Losses
| Date | Game Type | Upset Magnitude | |||
|---|---|---|---|---|---|
| 12/09/02 | Lost | Olympia 56 | Shelton 60 | Non-league | 7.645 |
| 12/20/02 | Won | Olympia 63 | Lincoln 62 | League | 2.132 |
| 01/08/03 | Lost | Olympia 62 | Capital 75 | League | 1.524 |
| 01/17/03 | Lost | Olympia 53 | Bellarmine Prep 67 | League | 1.400 |
| 02/04/03 | Won | Olympia 62 | Mount Tahoma 41 | League | 3.274 |
| 02/13/03 | Lost | Olympia 63 | Foss 72 | League | 1.749 |
| 02/18/03 | Won | Olympia 57 | Lincoln 47 | Playoff | 2.132 |
| 03/05/03 | Lost | Olympia 59 | Gig Harbor 76 | Playoff | 2.218 |
| 12/09/03 | Won | Olympia 54 | Central Kitsap 47 | Non-league | 6.360 |
| 12/12/03 | Lost | Olympia 45 | Bremerton 61 | Non-league | 5.268 |
| 01/12/04 | Lost | Olympia 47 | Lincoln 51 | League | 8.347 |
| 01/23/04 | Lost | Olympia 60 | Foss 65 | League | 4.407 |
| 02/17/04 | Lost | Olympia 61 | Foss 65 | Playoff | 4.407 |
| 02/19/04 | Lost | Olympia 64 | Bremerton 72 | Playoff | 5.268 |
| 12/04/04 | Lost | Olympia 63 | North Thurston 69 | Non-league | 7.172 |
| 01/07/05 | Lost | Olympia 61 | Mount Tahoma 71 | League | 2.660 |
| 02/04/05 | Lost | Olympia 54 | Bellarmine Prep 57 | League | 3.702 |
| 02/19/05 | Lost | Olympia 67 | North Kitsap 70 | Playoff | 0.645 |
| 02/26/05 | Lost | Olympia 43 | Bellarmine Prep 46 | Playoff | 3.702 |
| 12/03/05 | Lost | Olympia 60 | North Thurston 64 | Non-league | 6.899 |
| 12/05/05 | Lost | Olympia 39 | Black Hills 43 | Non-league | 7.280 |
| 01/06/06 | Won | Olympia 51 | Capital 42 | League | 4.231 |
| 01/13/06 | Lost | Olympia 45 | Stadium 47 | League | 8.876 |
| 01/20/06 | Won | Olympia 41 | Foss 33 | League | 2.739 |
| 02/01/06 | Won | Olympia 55 | Capital 53 | League | 4.231 |
| 02/10/06 | Won | Olympia 62 | Mount Tahoma 59 | League | 6.965 |
| 11/30/06 | Won | Olympia 64 | Black Hills 54 | Non-league | 0.062 |
| 12/02/06 | Lost | Olympia 58 | Capital 64 | Non-league | 7.929 |
| 12/06/06 | Lost | Olympia 47 | Central Kitsap 57 | League | 2.189 |
| 12/13/06 | Won | Olympia 53 | Bellarmine Prep 51 | League | 5.592 |
| 12/18/06 | Lost | Olympia 48 | Stadium 64 | League | 0.735 |
| 01/05/07 | Won | Olympia 71 | Lincoln 60 | League | 10.804 |
| 01/19/07 | Won | Olympia 76 | Foss 61 | League | 2.131 |
| 01/30/07 | Lost | Olympia 57 | Stadium 60 | League | 0.735 |
| 11/28/07 | Won | Olympia 46 | Capital 26 | Non-league | 7.150 |
| 12/01/07 | Lost | Olympia 44 | Black Hills 52 | Non-league | 0.943 |
| 12/14/07 | Lost | Olympia 46 | Stadium 49 | League | 2.449 |
| 12/29/07 | Won | Olympia 63 | River Ridge 61 | Non-league | 13.995 |
| 01/11/08 | Lost | Olympia 53 | Wilson 57 | League | 7.862 |
| 12/09/08 | Lost | Olympia 48 | Tumwater 55 | Non-league | 9.531 |
| 12/12/08 | Won | Olympia 53 | Bellarmine Prep 47 | League | 9.619 |
| 12/16/08 | Lost | Olympia 45 | Stadium 49 | League | 8.654 |
| 01/23/09 | Won | Olympia 66 | Gig Harbor 63 | League | 1.741 |
| 02/07/09 | Won | Olympia 60 | Mount Tahoma 55 | League | 9.761 |
| 12/18/09 | Won | Olympia 58 | Mount Tahoma 57 | League | 4.917 |
| 01/20/10 | Won | Olympia 50 | Lincoln 43 | League | 11.474 |
| 01/22/10 | Won | Olympia 44 | Gig Harbor 39 | League | 5.265 |
| 02/03/10 | Lost | Olympia 46 | Stadium 49 | League | 11.220 |
| 02/12/10 | Won | Olympia 58 | Gig Harbor 55 | Playoff | 5.265 |
| 02/13/10 | Won | Olympia 48 | Mount Tahoma 45 | Playoff | 4.917 |
| 12/23/10 | Lost | Olympia 56 | Bothell 60 | Non-league | 15.099 |
| 01/26/11 | Lost | Olympia 59 | Bellarmine Prep 60 | League | 3.219 |
| 02/26/11 | Won | Olympia 51 | Kentwood 47 | Playoff | 0.074 |
| 03/04/11 | Won | Olympia 70 | Jackson 42 | Playoff | 2.413 |
| 03/05/11 | Won | Olympia 77 | Kentridge 67 | Playoff | 4.008 |
| 11/29/11 | Lost | Olympia 48 | Auburn 49 | Non-league | 8.972 |
| 12/10/11 | Won | Olympia 59 | Kennedy Catholic 47 | Non-league | 4.708 |
| 12/29/11 | Lost | Olympia 54 | River Ridge 64 | Non-league | 7.527 |
| 01/25/12 | Won | Olympia 56 | Bellarmine Prep 53 | League | 7.104 |
| 02/18/12 | Won | Olympia 63 | Mount Rainier 59 | Playoff | 5.664 |
| 01/04/13 | Lost | Olympia 37 | Stadium 53 | League | 4.031 |
| 01/09/13 | Lost | Olympia 49 | South Kitsap 54 | League | 3.514 |
| 01/16/13 | Lost | Olympia 52 | Central Kitsap 55 | League | 3.458 |
| 01/30/13 | Lost | Olympia 44 | Stadium 47 | League | 4.031 |
| 12/06/13 | Won | Olympia 47 | Timberline 45 | Non-league | 2.254 |
| 12/13/13 | Lost | Olympia 41 | Yelm 50 | League | 0.018 |
| 12/14/13 | Won | Olympia 56 | Battle Ground 47 | Non-league | 5.160 |
| 01/08/14 | Won | Olympia 65 | South Kitsap 62 | League | 6.962 |
| 01/29/14 | Won | Olympia 42 | Stadium 39 | League | 4.129 |
| 02/06/14 | Lost | Olympia 59 | Central Kitsap 68 | League | 1.049 |
| 12/05/14 | Lost | Olympia 56 | Tahoma 57 | Non-league | 4.362 |
| 12/12/14 | Lost | Olympia 54 | Yelm 60 | League | 3.624 |
| 01/07/15 | Won | Olympia 54 | South Kitsap 45 | League | 3.466 |
| 01/09/15 | Won | Olympia 47 | Bellarmine Prep 46 | League | 9.972 |
| 01/14/15 | Won | Olympia 65 | Timberline 55 | League | 9.127 |
| 01/16/15 | Lost | Olympia 73 | Yelm 75 | League | 3.624 |
| 02/17/16 | Lost | Olympia 56 | Timberline 66 | Playoff | 4.001 |
| 01/21/17 | Won | Olympia 58 | Emerald Ridge 50 | League | 0.468 |
| 01/31/17 | Lost | Olympia 44 | Puyallup 51 | League | 2.194 |
| 02/11/17 | Lost | Olympia 52 | Auburn 56 | Playoff | 6.347 |
| 12/15/17 | Won | Olympia 61 | Bellarmine Prep 47 | League | 0.598 |
| 01/13/18 | Lost | Olympia 43 | Emerald Ridge 45 | League | 17.095 |
| 01/23/18 | Won | Olympia 53 | Bellarmine Prep 40 | League | 0.598 |
| 02/09/18 | Won | Olympia 55 | Rogers (Puyallup) 53 | Playoff | 1.746 |
| 02/12/18 | Won | Olympia 58 | Puyallup 54 | Playoff | 5.079 |
| 12/08/18 | Lost | Olympia 54 | Battle Ground 59 | Non-league | 1.078 |
| 12/14/18 | Won | Olympia 57 | Curtis 54 | League | 5.087 |
| 12/15/18 | Lost | Olympia 50 | Camas 57 | Non-league | 4.400 |
| 01/15/19 | Lost | Olympia 42 | Sumner 45 | League | 6.119 |
| 01/25/19 | Won | Olympia 60 | Puyallup 55 | League | 4.512 |
| 01/31/19 | Lost | Olympia 66 | Graham-Kapowsin 73 | League | 20.655 |
| 02/02/19 | Won | Olympia 64 | Puyallup 58 | Playoff | 4.512 |
| 02/14/19 | Lost | Olympia 57 | Battle Ground 59 | Playoff | 1.078 |
| 12/05/19 | Lost | Olympia 41 | Rogers (Puyallup) 55 | League | 15.578 |
| 12/11/19 | Lost | Olympia 42 | Sumner 50 | League | 7.232 |
| 01/17/20 | Lost | Olympia 60 | Sumner 68 | League | 7.232 |
| 01/23/20 | Lost | Olympia 55 | Curtis 61 | League | 13.067 |
| 02/19/20 | Lost | Olympia 49 | Auburn 53 | Playoff | 4.602 |