| Charles Oakley Tips 1999-2000 | Stats Glossary  |
| Games with 4 or more Assists | Toronto Raptors Record : 21 - 7 | Charles Oakley |
| No | Date | Game | Res | Score | Assists |
| 1 | Apr 23 | at New_York | L | 88-92 | 6 |
| 2 | Mar 26 | at Minnesota | L | 101-106 | 6 |
| 3 | Mar 17 | vs Orlando | W | 95-91 | 5 |
| 4 | Mar 12 | at Seattle | W | 99-97 | 5 |
| 5 | Mar 8 | at L.A.Clippers | W | 95-94 | 4 |
| 6 | Mar 6 | at Portland | W | 109-90 | 4 |
| 7 | Mar 3 | vs Boston | W | 114-104 | 4 |
| 8 | Feb 23 | at New_York | W | 99-88 | 6 |
| 9 | Feb 9 | at Detroit | L | 108-115 | 4 |
| 10 | Feb 5 | at Milwaukee | W | 98-95 | 7 |
| 11 | Feb 3 | at San_Antonio | L | 95-112 | 5 |
| 12 | Jan 29 | at Chicago | W | 106-89 | 4 |
| 13 | Jan 28 | vs Miami | W | 108-93 | 7 |
| 14 | Jan 26 | vs Washington | W | 120-105 | 8 |
| 15 | Jan 14 | vs Milwaukee | W | 115-110 | 7 |
| 16 | Jan 12 | vs Orlando | W | 108-102 | 4 |
| 17 | Jan 9 | vs Vancouver | L | 97-107 | 6 |
| 18 | Jan 6 | vs Sacramento | W | 101-89 | 5 |
| 19 | Dec 14 | vs Indiana | W | 105-97 | 6 |
| 20 | Dec 7 | vs Cleveland | W | 101-98 | 6 |
| 21 | Dec 5 | vs San_Antonio | W | 98-92 | 4 |
| 22 | Dec 3 | vs Washington | W | 95-93 | 7 |
| 23 | Nov 27 | at Golden_State | W | 106-88 | 4 |
| 24 | Nov 23 | at Phoenix | L | 93-94 | 5 |
| 25 | Nov 19 | vs L.A.Clippers | W | 106-100 | 4 |
| 26 | Nov 18 | at Washington | L | 81-92 | 6 |
| 27 | Nov 7 | vs Charlotte | W | 109-99 | 6 |
| 28 | Nov 4 | vs Miami | W | 97-86 | 7 |
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