| # | Date | Promotion | Match |
| 1 | 27.10.2013 |  |
Hell In A Cell Two On One Handicap: CM Punk defeats Paul Heyman & Ryback (13:50) WWE Hell In A Cell 2013 - Pay Per View @ AmericanAirlines Arena in Miami, Florida, USA |
| 2 | 22.10.2013 |  |
Two One One Handicap No Disqualification: Paul Heyman & Ryback defeat CM Skunk (2:43) WWE Friday Night SmackDown #740 - TV-Show @ BJCC Arena in Birmingham, Alabama, USA |
| 3 | 20.10.2013 | |
Two On One Handicap No Disqualification: CM Punk defeats Curtis Axel & Paul Heyman WWE Live - House Show @ Bancorp South Arena in Tupelo, Mississippi, USA |
| 4 | 18.10.2013 | |
Two On One Handicap No Disqualification: CM Punk defeats Curtis Axel & Paul Heyman WWE Live - House Show @ Arena Ciudad de Mexico in Mexico City, Distrito Federal, Mexiko |
| 5 | 17.10.2013 | |
Two On One Handicap No Disqualification: CM Punk defeats Curtis Axel & Paul Heyman WWE Live - House Show @ VFG Arena in Guadalajara, Jalisco, Mexiko |
| 6 | 13.10.2013 | |
Two On One Handicap No Disqualification: CM Punk defeats Curtis Axel & Paul Heyman WWE Live - House Show @ Wells Fargo Center in Philadelphia, Pennsylvania, USA |
| 7 | 12.10.2013 | |
Two On One Handicap No Disqualification: CM Punk defeats Curtis Axel & Paul Heyman WWE Live - House Show @ Dunkin' Donuts Center in Providence, Rhode Island, USA |
| 8 | 05.10.2013 | |
Two On One Handicap No Disqualification: CM Punk defeats Curtis Axel & Paul Heyman WWE Live - House Show @ Times Union Center in Albany, New York, USA |
| 9 | 29.09.2013 | |
Two On One Handicap No Disqualification: CM Punk defeats Curtis Axel & Paul Heyman WWE Live - House Show @ UNO Lakefront Arena in New Orleans, Louisiana, USA |
| 10 | 28.09.2013 | |
Two On One Handicap No Disqualification: CM Punk defeats Curtis Axel & Paul Heyman WWE Live - House Show @ American Airlines Center in Dallas, Texas, USA |
| 11 | 15.09.2013 | |
Two On One Handicap Elimination No Disqualification: Curtis Axel & Paul Heyman defeat CM Punk (15:43) WWE Night Of Champions 2013 - Pay Per View @ Joe Louis Arena in Detroit, Michigan, USA |
| 12 | 09.09.2013 |  |
Dark Two On One Handicap No Disqualification: CM Punk defeats Curtis Axel & Paul Heyman WWE Monday Night RAW #1059 - Dark Match @ Air Canada Centre in Toronto, Ontario, Canada |
| 13 | 02.09.2013 | |
Dark Two On One Handicap No Disqualification: CM Punk defeats Curtis Axel & Paul Heyman WWE Monday Night RAW #1058 - Dark Match @ Wells Fargo Arena in Des Moines, Iowa, USA |
| 14 | 27.12.2012 | |
Street Fight: Ryback defeats Paul Heyman WWE RAW House Show - House Show @ Madison Square Garden in New York City, New York, USA |
| 15 | 15.11.2006 | |
Extreme Rules: Rob Van Dam defeats Paul Heyman WWE Road To Survivor Series Tour 2006 - Glasgow 2 - House Show @ Braehead Arena in Glasgow, Scotland, UK |
| 16 | 11.11.2006 | |
Extreme Rules: Rob Van Dam defeats Paul Heyman WWE Road To Survivor Series Tour 2006 - Triest - House Show @ PalaTrieste in Triest, Italien |
| 17 | 10.11.2006 | |
Extreme Rules: Rob Van Dam defeats Paul Heyman WWE Road To Survivor Series Tour 2006 - Pesaro - House Show @ BPA Palas in Pesaro, Italien |
| 18 | 09.11.2006 | |
Extreme Rules: Rob Van Dam defeats Paul Heyman WWE Road To Survivor Series Tour 2006 - Turin - House Show @ Palaisozaki in Turin, Italien |
| 19 | 08.11.2006 | |
Extreme Rules: Rob Van Dam defeats Paul Heyman WWE Road To Survivor Series Tour 2006 - Nürnberg - House Show @ Arena Nürnberg in Nürnberg, Bayern, Deutschland |
| 20 | 06.11.2006 |  |
Extreme Rules: Rob Van Dam defeats Paul Heyman ECW House Show - House Show @ Kellogg Arena in Battle Creek, Michigan, USA |
| 21 | 30.10.2006 | |
Paul Heyman & The Big Show vs. Hardcore Holly & Rob Van Dam - No Contest (9:43) ECW on Sci Fi #22 - TV-Show @ The MARK of the Quad Cities in Moline, Illinois, USA |
| 22 | 28.10.2006 | |
Extreme Rules: Rob Van Dam defeats Paul Heyman ECW House Show - House Show @ Racine Memorial Auditorium in Racine, Wisconsin, USA |
| 23 | 27.10.2006 | |
Extreme Rules: Rob Van Dam defeats Paul Heyman ECW House Show - House Show @ La Crosse Center in La Crosse, Wisconsin, USA |
| 24 | 29.08.2006 | |
Extreme Rules: Paul Heyman defeats Sabu (10:00) ECW on Sci Fi #12 - TV-Show @ Sovereign Center in Reading, Pennsylvania, USA |
| 25 | 04.01.2005 |  |
Two On One Handicap: Heidenreich & Paul Heyman vs. The Undertaker - No Contest (6:25) WWE SmackDown #282 - TV-Show @ Mohegan Sun Arena in Uncasville, Connecticut, USA |
| 26 | 02.03.2004 | |
Eddie Guerrero vs. Paul Heyman - No Contest WWE SmackDown #238 - TV-Show @ Civic Center in Savannah, Georgia, USA |
| 27 | 09.03.2003 | |
Two On One Handicap: Brock Lesnar defeats Paul Heyman & The Big Show (8:38) WWE SmackDown House Show - House Show @ Beeghly Center in Youngstown, Ohio, USA |
| 28 | 04.03.2003 | |
Steel Cage: Brock Lesnar defeats Paul Heyman (3:11) WWE SmackDown #186 - TV-Show @ Harbor Yard Arena in Bridgeport, Connecticut, USA |
| 29 | 01.03.2003 | |
Two On One Handicap: Brock Lesnar defeats Paul Heyman & The Big Show WWE SmackDown House Show - House Show @ The Dome At Northgate in Johannesburg, Gauteng, South Africa |
| 30 | 27.02.2003 | |
Two On One Handicap: Brock Lesnar defeats Paul Heyman & The Big Show WWE SmackDown House Show - House Show @ Good Hope Centre in Cape Town, Western Cape, South Africa |
| 31 | 17.02.2003 | |
Two On One Handicap: Brock Lesnar defeats Paul Heyman & The Big Show WWE SmackDown House Show - House Show @ US Bank Arena in Cincinnati, Ohio, USA |
| 32 | 16.02.2003 | |
Two On One Handicap: Brock Lesnar defeats Paul Heyman & The Big Show WWE SmackDown House Show - House Show @ Joe Louis Arena in Detroit, Michigan, USA |
| 33 | 15.02.2003 | |
Two On One Handicap: Brock Lesnar defeats Paul Heyman & The Big Show WWE SmackDown House Show - House Show @ Winnipeg Arena in Winnipeg, Manitoba, Canada |
| 34 | 09.02.2003 | |
Two On One Handicap: Brock Lesnar defeats A-Train & Paul Heyman WWE SmackDown House Show - House Show @ Bank Of America Center in Boise, Idaho, USA |
| 35 | 03.02.2003 | |
Two On One Handicap: Brock Lesnar defeats A-Train & Paul Heyman WWE SmackDown House Show - House Show @ Westchester County Center in White Plains, New York, USA |
| 36 | 26.10.2002 | |
WWE Heavyweight Title Two On One Handicap: Brock Lesnar (c) & Paul Heyman defeat Edge (20:00) WWE Rebellion 2002 - Pay Per View @ Evening News Arena in Manchester, England, UK |
| 37 | 19.05.2002 | |
Brock Lesnar & Paul Heyman defeat The Hardy Boyz (Jeff Hardy & Matt Hardy) (4:00) WWE Judgment Day 2002 - Pay Per View @ Gaylord Entertainment Center in Nashville, Tennessee, USA |
