McCullough had tryouts with both the Cincinnati Bengals and the Philadelphia Eagles of the NFL in 1996 and 1997. Signed by Winnipeg in December of 1997. After playing 9 games for the Bombers in 1998, McCullough became the Bombers regular running back for 1999 and missed a thousand yard season by just ten yards. McCullough was released in May of 2000.
| Year | Team | GP | TC | Yds | Avg | TD | Long |
|---|---|---|---|---|---|---|---|
| 1998 | WPG | 9 | 94 | 429 | 4.6 | 4 | 26 |
| 1999 | WPG | 15 | 220 | 990 | 4.5 | 11 | 27 |
| Year | Team | Rec | Yds | Avg | TD | Long |
|---|---|---|---|---|---|---|
| 1998 | WPG | 14 | 112 | 8 | 0 | 38 |
| 1999 | WPG | 56 | 460 | 8.2 | 0 | 59 |
| Year | Team | KOR | Yds | Avg | TD | Long |
|---|---|---|---|---|---|---|
| 1998 | WPG | 9 | 205 | 22.8 | 0 | 32 |
| 1999 | WPG | 16 | 246 | 15.4 | 0 | 25 |
| Year | Team | PR | Yds | Avg | TD | Long |
|---|---|---|---|---|---|---|
| 1998 | WPG | 1 | 0 | 0 | 0 | 0 |
| 1999 | WPG | 0 | 0 | 0 | 0 | 0 |
| Year | Team | F | FL | OFR |
|---|---|---|---|---|
| 1998 | WPG | 2 | 2 | 1 |
| 1999 | WPG | 4 | 3 | 0 |
| Year | Team | T | ST | Total |
|---|---|---|---|---|
| 1998 | WPG | 1 | 3 | 4 |
| 1999 | WPG | 1 | 0 | 1 |