| # | Date | Promotion | Match |
| 1 | 05.12.1999 |  |
Earl The Pearl & Rich Myers defeat Christian York & Joey Matthews (11:39) MCW - Event @ Teamster's Hall in Dundalk, Maryland, USA |
| 2 | 04.12.1999 | |
Pete Siarkas & Scott Beattie defeat Earl The Pearl & Rich Myers (12:51) MCW - Event @ Sherwood High School in Sandy Spring, Maryland, USA |
| 3 | 04.12.1999 | |
13 Man Battle Royal: Dino Divine defeats 2-Dope and Adam Flash and Danny Rose and Earl The Pearl and Gregory Martin and Jimmy Cicero and Qenaan Creed and Quinn Nash and Rich Myers and Romeo Valentino and Sydeswype and The Bruiser MCW - Event @ Sherwood High School in Sandy Spring, Maryland, USA |
| 4 | 13.11.1999 | |
Guy Pritzker & Justin Ott defeat Earl The Pearl & Rich Myers MCW - Event @ Owings Mills, Maryland, USA |
| 5 | 13.11.1999 | |
21 Man Battle Royal: Rich Myers defeat 2-Dope and ??? and Adam Flash and Christian York and Danny Rose and Dino Divine and Earl The Pearl and Gregory Martin and Guy Pritzker and Jerry Lawler and Jimmy Cicero and Joey Matthews and Justin Ott and Qenaan Creed and Quinn Nash and Romeo Valentino and Sydeswype and The Bruiser and The Metal Maniac and Tom Brandi MCW - Event @ Owings Mills, Maryland, USA |
| 6 | 27.10.1999 | |
Andy Blacksmith & Gillberg defeat Earl The Pearl & Rich Myers (17:11) MCW - Event @ Michael's Eight Avenue in Glen Burnie, Maryland, USA |
| 7 | 23.10.1999 | |
The Ghetto Mafia (2-Dope & Sydeswype) defeat Platinum Nat & Rich Myers MCW - Event @ Colonial Beach, Virgina, USA |
| 8 | 03.10.1999 | |
Chastity, Julio Sanchez & Mike Quackenbush defeat Earl The Pearl, Platinum Nat & Ramblin' Rich MCW - Event @ Teamsters Hall in Baltimore, Maryland, USA |
| 9 | 05.09.1999 | |
Mike Quackenbush & Reckless Youth defeat Earl The Pearl & Rich Myers MCW - Event @ Teamsters Hall in Baltimore, Maryland, USA |
| 10 | 08.08.1999 | |
Christian York & Quinn Nash defeat Earl The Pearl & Rich Myers MCW - Event @ Teamsters Hall in Baltimore, Maryland, USA |
| 11 | 05.08.1999 | |
Three Way: Ramblin' Rich defeats Adam Flash and Christian York MCW Slam At The Shore - Event @ Convention Center in Ocean City, Maryland, USA |
| 12 | 03.08.1999 | |
Two On One Handicap: Earl The Pearl & Rich Myers defeat Christian York (5:59) MCW - Event @ Glendale Baptist Church in Landover, Maryland, USA |
| 13 | 08.07.1999 | |
Shane Shamrock Memorial Six Way Elimination: Christian York defeats Adam Flash and Jeff Peterson and Joey Matthews and Quinn Nash and Rich Myers (20:06) MCW Shane Shamrock Memorial Cup 1999 - Event @ Teamsters Hall in Baltimore, Maryland, USA |
| 14 | 27.06.1999 | |
Angelica & Christian York defeat Platinum Nat & Rich Myers (6:05) MCW - Event @ Pier III in Newburg, Maryland, USA |
| 15 | 17.06.1999 | |
Rich Myers defeats Christian York (6:12) MCW - Event @ Teamsters Hall in Baltimore, Maryland, USA |
| 16 | 22.05.1999 | |
Rich Myers defeats Dino Divine (5:38) MCW - Event @ North Harford High School in Pylesville, Maryland, USA |
| 17 | 16.05.1999 | |
MCW Cruiserweight Title Three Way Elimination: Christian York (c) defeats Joey Matthews and Rich Myers (9:06) MCW - Event @ Owings Mills High School in Owings Mills, Maryland, USA |
| 18 | 02.05.1999 | |
Julio Sanchez defeats Rich Myers MCW - Event @ Teamsters Hall in Baltimore, Maryland, USA |
| 19 | 15.04.1999 | |
Rich Myers defeats Dino Divine (4:16) MCW - Event @ Denton Volunteer Fire Hall in Denton, Maryland, USA |
| 20 | 08.04.1999 | |
The Inferno Kid defeats Rich Myers (5:48) MCW - Event @ Teamster's Hall in Dundalk, Maryland, USA |
| 21 | 20.03.1999 | |
Adam Flash defeats Rich Myers (5:38) MCW - Event @ Patuxent High School in Lusby, Maryland, USA |
| 22 | 12.03.1999 | |
MCW Cruiserweight Title Four Way Elimination: Christian York (c) defeats Adam Flash and Rich Myers and The Inferno Kid (11:02) MCW - Event @ Stephen Decatur High School in Berlin, Maryland, USA |
