| # | Date | Promotion | Match |
| 1 | 27.12.1999 |  |
WCW World Heavyweight Title: Bret Hart (c) defeats Jerry Flynn (3:57) WCW Monday NITRO #223 - TV-Show @ Astrodome in Houston, Texas, USA |
| 2 | 21.12.1999 |  |
WCW World Heavyweight Title: Chris Benoit defeats Bret Hart (c) by DQ (4:54) WCW Thunder #93 - TV-Show @ Wicomico Civic Center in Salisbury, Maryland, USA |
| 3 | 20.12.1999 | |
WCW World Heavyweight Title Match (vakant): Bret Hart defeats Goldberg (5:44) - TITLE CHANGE !!! WCW Monday NITRO #222 - TV-Show @ Baltimore Arena in Baltimore, Maryland, USA |
| 4 | 19.12.1999 |  |
WCW World Heavyweight Title No Disqualification: Bret Hart (c) defeats Goldberg (12:30) WCW Starrcade 1999 - Pay Per View @ MCI Center in Washington, District Of Columbia, USA |
| 5 | 18.12.1999 | |
WCW World Heavyweight Title: Bret Hart (c) vs. Goldberg - No Contest WCW House Show - House Show @ Jacksonville Coliseum in Jacksonville, Florida, USA |
| 6 | 17.12.1999 | |
WCW World Heavyweight Title: Bret Hart (c) vs. Goldberg - No Contest WCW House Show - House Show @ Ocean Center in Daytona Beach, Florida, USA |
| 7 | 14.12.1999 | |
WCW World Tag Team Title House Of Pain: The Outsiders (Kevin Nash & Scott Hall) (c) vs. Bret Hart & Goldberg - No Contest WCW Thunder #92 - TV-Show @ Civic Center in Mobile, Alabama, USA |
| 8 | 13.12.1999 | |
WCW World Tag Team Title: The Outsiders (Kevin Nash & Scott Hall) defeat Bret Hart & Goldberg (c) (6:21) - TITLE CHANGE !!! WCW Monday NITRO #221 - TV-Show @ UNO Lakefront Arena in New Orleans, Louisiana, USA |
| 9 | 07.12.1999 | |
WCW World Tag Team Title: Bret Hart & Goldberg defeat Creative Control (Gerald & Patrick) (c) (3:00) - TITLE CHANGE !!! WCW Thunder #91 - TV-Show @ Dane County Coliseum in Madison, Wisconsin, USA |
| 10 | 06.12.1999 | |
WCW World Heavyweight Title: Bret Hart (c) defeats The Total Package (3:58) WCW Monday NITRO #220 - TV-Show @ Milwaukee Arena in Milwaukee, Wisconsin, USA |
| 11 | 05.12.1999 | |
WCW World Heavyweight Title: Bret Hart (c) defeats Goldberg WCW House Show - House Show @ United Center in Chicago, Illinois, USA |
| 12 | 04.12.1999 | |
WCW World Heavyweight Title: Bret Hart (c) defeats Sting WCW House Show - House Show @ Five Seasons Center in Cedar Rapids, Iowa, USA |
| 13 | 03.12.1999 | |
WCW World Heavyweight Title: Bret Hart (c) defeats Sting WCW House Show - House Show @ Bicentennial Center in Salinas, Kansas, USA |
| 14 | 01.12.1999 | |
WCW World Heavyweight Title: Bret Hart (c) defeats Ric Flair WCW House Show - House Show @ Pershing Arena in Lincoln, Nebraska, USA |
| 15 | 29.11.1999 | |
Steel Cage Triangle: Bret Hart & Chris Benoit defeat Goldberg & Sid Vicious and The Outsiders (Kevin Nash & Scott Hall) (7:55) WCW Monday NITRO #219 - TV-Show @ Pepsi Center in Denver, Colorado, USA |
| 16 | 29.11.1999 | |
WCW World Heavyweight Title No Disqualification: Bret Hart (c) defeats Meng (7:01) WCW Monday NITRO #219 - TV-Show @ Pepsi Center in Denver, Colorado, USA |
| 17 | 22.11.1999 | |
WCW World Heavyweight Title: Bret Hart (c) defeats Jeff Jarrett (8:36) WCW Monday NITRO #218 - TV-Show @ The Palace of Auburn Hills in Auburn Hills, Michigan, USA |
| 18 | 21.11.1999 | |
WCW World Heavyweight Title Tournament Final Match (vakant): Bret Hart defeats Chris Benoit (17:44) - TITLE CHANGE !!! WCW Mayhem 1999 - Pay Per View @ Air Canada Centre in Toronto, Ontario, Canada |
| 19 | 21.11.1999 | |
WCW World Heavyweight Title Tournament Semi Final: Bret Hart defeats Sting (9:27) WCW Mayhem 1999 - Pay Per View @ Air Canada Centre in Toronto, Ontario, Canada |
| 20 | 19.11.1999 | |
Bret Hart defeats Ric Flair WCW House Show - House Show @ CSU Convocation Center in Cleveland, Ohio, USA |
| 21 | 15.11.1999 | |
WCW World Heavyweight Title Tournament Group One Quarter Final: Bret Hart defeats Kidman (3:46) WCW Monday NITRO #217 - TV-Show @ Alltel Arena in North Little Rock, Arkansas, USA |
| 22 | 08.11.1999 | |
WCW United States Heavyweight Title Texas Tornado Ladder: Scott Hall defeats Bret Hart (c) and Goldberg and Sid Vicious (4:44) - TITLE CHANGE !!! WCW Monday NITRO #216 - TV-Show @ Conseco Fieldhouse in Indianapolis, Indiana, USA |
| 23 | 08.11.1999 | |
WCW World Heavyweight Title Tournament Group One Second Round: Bret Hart defeats Perry Saturn (5:01) WCW Monday NITRO #216 - TV-Show @ Conseco Fieldhouse in Indianapolis, Indiana, USA |
| 24 | 25.10.1999 | |
WCW United States Heavyweight Title / WCW World Heavyweight Title Tournament Group One First Round: Bret Hart defeats Goldberg (c) (7:52) - TITLE CHANGE !!! WCW Monday NITRO #214 - TV-Show @ America West Arena in Phoenix, Arizona, USA |
| 25 | 24.10.1999 | |
The Total Package defeats Bret Hart (7:46) WCW Halloween Havoc 1999 - Pay Per View @ MGM Grand Arena in Las Vegas, Nevada, USA |
| 26 | 22.10.1999 | |
Steel Cage: Bret Hart & Ric Flair defeat Sting & The Total Package WCW House Show - House Show @ Oakland Coliseum in Oakland, California, USA |
| 27 | 18.10.1999 | |
WCW World Heavyweight Title: Sting (c) defeats Bret Hart (13:45) WCW Monday NITRO #213 - TV-Show @ First Union Center in Philadelphia, Pennsylvania, USA |
| 28 | 11.10.1999 | |
Bret Hart & Chris Benoit defeat Rick Steiner & The Total Package by DQ (3:49) WCW Monday NITRO #212 - TV-Show @ Mississippi Coast Coliseum in Biloxi, Mississippi, USA |
| 29 | 04.10.1999 | |
Bret Hart defeats Chris Benoit (27:34) WCW Monday NITRO #211 - TV-Show @ Kemper Arena in Kansas City, Missouri, USA |
| 30 | 27.09.1999 | |
Three On Two Handicap: Bret Hart & Ric Flair defeat Diamond Dallas Page, Sting & The Total Package by DQ (7:47) WCW Monday NITRO #210 - TV-Show @ Philips Arena in Atlanta, Georgia, USA |
| 31 | 13.09.1999 | |
Lex Luger & Sting defeat Bret Hart & Hulk Hogan (9:59) WCW Monday NITRO #208 - TV-Show @ Dean E. Smith Student Activities Center in Chapel Hill, North Carolina, USA |
| 32 | 04.09.1999 | |
WCW World Heavyweight Title: Hulk Hogan (c) vs. Bret Hart - No Contest WCW House Show - House Show @ Leon County Civic Center in Tallahassee, Florida, USA |
| 33 | 03.09.1999 | |
WCW World Heavyweight Title: Hulk Hogan (c) vs. Bret Hart - No Contest WCW House Show - House Show @ Civic Center in Pensacola, Florida, USA |
| 34 | 22.08.1999 | |
WCW World Heavyweight Title: Hulk Hogan (c) vs. Bret Hart - No Contest WCW House Show - House Show @ Great Western Forum in Inglewood, California, USA |
| 35 | 21.08.1999 | |
WCW World Heavyweight Title: Hulk Hogan (c) vs. Bret Hart - No Contest WCW House Show - House Show @ Lawlor Events Center in Reno, Nevada, USA |
| 36 | 20.08.1999 | |
WCW World Heavyweight Title: Hulk Hogan (c) vs. Bret Hart - No Contest WCW House Show - House Show @ Cow Palace in San Francisco, California, USA |
| 37 | 20.03.1999 | |
Sting defeats Bret Hart WCW House Show - House Show @ Wisconsin Center Arena in Milwaukee, Wisconsin, USA |
| 38 | 19.03.1999 | |
Sting defeats Bret Hart (5:00) WCW House Show - House Show @ United Center in Chicago, Illinois, USA |
| 39 | 08.03.1999 | |
Bret Hart defeats Van Hammer (10:45) WCW Monday NITRO #182 - TV-Show @ Worcester Centrum in Worcester, Massachusetts, USA |
| 40 | 07.03.1999 | |
Sting defeats Bret Hart WCW House Show - House Show @ Blue Cross Arena in Rochester, New York, USA |
| 41 | 01.03.1999 | |
Chris Benoit defeats Bret Hart by DQ (19:17) WCW Monday NITRO #181 - TV-Show @ Dean Smith Centre in Chapel Hill, North Carolina, USA |
| 42 | 26.02.1999 | |
Sting defeats Bret Hart WCW House Show - House Show @ Alamo Dome in San Antonio, Texas, USA |
| 43 | 22.02.1999 | |
WCW United States Heavyweight Title #1 Contendership: Booker T defeats Bret Hart (17:43) WCW Monday NITRO #180 - TV-Show @ Arco Arena in Sacramento, California, USA |
| 44 | 18.02.1999 | |
Bret Hart defeats Disco Inferno (9:04) WCW Thunder #52 - TV-Show @ E-Center in Salt Lake City, Utah, USA |
| 45 | 15.02.1999 | |
Bret Hart defeats Will Sasso (3:44) WCW Monday NITRO #179 - TV-Show @ Florida State Fairgrounds in Tampa, Florida, USA |
| 46 | 08.02.1999 | |
WCW United States Heavyweight Title: Roddy Piper defeats Bret Hart (c) (12:59) - TITLE CHANGE !!! WCW Monday NITRO #178 - TV-Show @ Marine Midland Arena in Buffalo, New York, USA |
| 47 | 07.02.1999 | |
Sting defeats Bret Hart WCW House Show - House Show @ Convocation Center in Cleveland, Ohio, USA |
| 48 | 30.01.1999 | |
Sting defeats Bret Hart WCW House Show - House Show @ Great Western Forum in Inglewood, California, USA |
| 49 | 29.01.1999 | |
Sting defeats Bret Hart WCW House Show - House Show @ Cox Arena in San Diego, California, USA |
| 50 | 25.01.1999 | |
Bret Hart defeats Booker T (15:34) WCW Monday NITRO #176 - TV-Show @ Reunion Arena in Dallas, Texas, USA |
| 51 | 24.01.1999 | |
Sting defeats Bret Hart WCW House Show - House Show @ Reed Arena in College Station, Texas, USA |
| 52 | 23.01.1999 | |
Sting defeats Bret Hart WCW House Show - House Show @ Mississippi Coliseum in Jackson, Mississippi, USA |
| 53 | 22.01.1999 | |
Sting defeats Bret Hart WCW House Show - House Show @ Civic Center in Peoria, Illinois, USA |
