Pioneer High
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Basketball - Boys Varsity
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| Date | Day | Opponent | Location | Time/Score |
| 11/20/08 | Thursday | Cupertino | Pioneer | 3:30 PM |
| 12/04/08 | Thursday | Aptos Tournament | Aptos | TBA PM |
| 12/09/08 | Tuesday | Los Gatos Tournament | Los Gatos | TBA PM |
| 12/17/08 | Wednesday | San Diego Tournament | San Diego | TBA PM |
| 01/07/09 | Wednesday | Oak Grove | Pioneer | 7:00 PM |
| 01/09/09 | Friday | Westmont | Westmont | 8:00 PM |
| 01/14/09 | Wednesday | Overfelt | Pioneer | 7:00 PM |
| 01/16/09 | Friday | Santa Teresa | Pioneer | 7:30 PM |
| 01/21/09 | Wednesday | Leigh | Leigh | 7:00 PM |
| 01/23/09 | Friday | Piedmont Hills | Pioneer | 7:30 PM |
| 01/28/09 | Wednesday | Leland | Leland | 7:00 PM |
| 01/30/09 | Friday | Oak Grove | Oak Grove | 7:30 PM |
| 02/04/09 | Wednesday | Westmont | Pioneer | 7:00 PM |
| 02/06/09 | Friday | Overfelt | Overfelt | 7:30 PM |
| 02/10/09 | Tuesday | Santa Teresa | Santa Teresa | 7:00 PM |
| 02/12/09 | Thursday | Leigh | Pioneer | 7:00 PM |
| 02/18/09 | Wednesday | Piedmont Hills | Piedmont Hills | 7:00 PM |
| 02/20/09 | Friday | Leland | Pioneer | 7:30 PM |
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Home games are in bold.
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