Sam Mitchell might have more wins but Lenny Wilkens remains the coach with the deeper playoff run. The worst Raptors coach had to be Darrel Walker, his refusal to play Tracy McGrady even in garbage time during his rookie year left a lasting impression on McGrady and eventually contributed to his departure.
| Rk | Coach | From | To | Yrs | G | W | L | W-L% | W > .500 |
|---|---|---|---|---|---|---|---|---|---|
| 1 | Brendan Malone | 1996 | 1996 | 1 | 82 | 21 | 61 | .256 | -20.0 |
| 2 | Darrell Walker | 1997 | 1998 | 2 | 131 | 41 | 90 | .313 | -24.5 |
| 3 | Butch Carter | 1998 | 2000 | 3 | 165 | 73 | 92 | .442 | -9.5 |
| 4 | Lenny Wilkens | 2001 | 2003 | 3 | 246 | 113 | 133 | .459 | -10.0 |
| 5 | Kevin O’Neill | 2004 | 2004 | 1 | 82 | 33 | 49 | .402 | -8.0 |
| 6 | Sam Mitchell | 2005 | 2009 | 4 | 328 | 148 | 180 | .451 | -16.5 |
| 7 | Jay Triano | 2009 | 2009 | 1 | 65 | 25 | 40 | .385 | -7.5 |