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| DATE | OPPONENT | OUTCOME | LOCATION |
| 2000 | |||
| April 29 | Robert McCracken | TKO 11 | London, ENG |
| 1999 | |||
| September 24 | Andrew Council | W 12 | Washington, DC |
| April 24 | Hassine Cherifi | TKO 7 | Washington, DC |
| Holmes regains the WBC middleweight from Cherifi | |||
| February 6 | Alex Lubo | TKO 1 | Washington, DC |
| 1998 | |||
| November 13 | Urbano Gurrola | W 10 | Las Vegas, NV |
| May 2 | Hassine Cherifi | L 12 | Villeurbanne, FRA |
| Holmes looses the WBC middleweight to Cherifi | |||
| 1997 | |||
| December 5 | Paul Vaden | TKO 11 | Pompano Beach, FL |
| 1996 | |||
| October 19 | Richie Woodhall | TKO 12 | Upper Marlboro, MD |
| March 16 | Quincy Taylor | TKO 9 | Las Vegas, NV |
| Won WBC Middleweight title against Taylor | |||
| 1995 | |||
| December 16 | Kevin Tillman | W 6 | Philadelphia, PA |
| August 19 | Tommy Small | TKO 4 | Las Vegas, NV |
| April 10 | Kenneth Kidd | TKO 1 | Louisville, KY |
| March 20 | Sam Wilson | KO 2 | Louisville, KY |
| 1994 | |||
| September 23 | Andrew Council | W 12 | Upper Marlboro, MD |
| August 18 | Darryl Lattimore | TKO 3 | Washington, DC |
| July 20 | Eric Rhinehart | NSF 2 | Raleigh, NC |
| May 11 | Kelcie Banks | TKO 2 | Annadale, VA |
| April 8 | Luis Castillo | KO 2 | Upper Marlboro, MD |
| April 2 | Sam Gervins | TKO 2 | Richmond, VA |
| March 16 | Robert Hightower | KO 1 | Raleigh, NC |
| January 27 | Jeff Johnson | W 12 | Annandale, VA |
| 1993 | |||
| December 7 | Jim Jackson | TKO 1 | New Albany, IN |
| December 2 | Reginald Strickland | W 8 | Louisville, KY |
| November 12 | Harold Bennett | KO 3 | Washington, DC |
| October 14 | Kimara Davis | TKO 1 | Midlothian, VA |
| October 8 | Ralph Southerland | KO 1 | Charlotte, NC |
| September 25 | Nick Parker | TKO 6 | Erie, PA |
| September 4 | Lennell Strohman | KO 1 | Washington, DC |
| August 14 | Horace Watterson | W 6 | Falls Church, VA |
| 1991 | |||
| April 10 | Jose Torres | TKO 6 | Lanham, MD |
| 1990 | |||
| July 20 | Ronald Hammond | L 6 | Philadelphia, PA |
| June 15 | Anthony Ross | W 6 | Washington, DC |
| June 1 | Tom Alexander | W 6 | Baltimore, MD |
| May 17 | Anthony Green | W 6 | Philadelphia, PA |
| April 3 | Drew Hayes | W 4 | Philadelphia, PA |
| February 10 | Jerome Washington | KO 1 | Washington, DC |
| 1989 | |||
| November 15 | Ronald Jones | TKO 2 | Baltimore, MD |
| October 26 | Kilpatrick Mitchell | W 4 | AC, NJ |