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Ray Traylor as
WWF's The Big Bossman


Original Big Bossman promo

Big Boss Man's WWF Superstars
TV debut June 1988


88/05/08 St. Johns, Newfoundland, Canada Memorial Stadium (First WWF Match)
The Big Bossman defeated Lanny Poffo

88/05/31 Fresno, CA Wrestling Challenge (Aired 88/06/26)
The Big Bossman (w/ Slick) pinned Mark Ming [1:39] with the sidewalk slam; Bossman handcuffed Ming to the top rope and assaulted him with the nightstick

88/06/01 Oakland, CA Wrestling Superstars (Aired 6/18/88)
The Big Bossman (w/ Slick) pinned Louie Spicolli with the sidewalk slam [1:31]; after the match, Bossman assaulted Spicolli his with the nightstick

88/06/25 New York City, NY Madison Square Garden Debut
The Big Bossman pinned Scott Casey [7:45] with the sidewalk slam; after the bout, Bossman handcuffed Casey to the ropes and beat him with the nightstick

88/07/31 WrestleFest 88 - Milwaukee, WI County Stadium
The Big Bossman pinned Scott Casey [4:15] with the sidewalk slam; after the bout, Bossman attacked his opponent with the nightstick

88/08/29 Summer Slam 88 PPV New York City, NY Madison Square Garden
The Big Bossman (w/ Slick) pinned Koko B. Ware with the sidewalk slam [5:57]

88/11/24 Survivor Series 88 PPV Richfield, OH Coliseum
Hulk Hogan & Randy Savage (w/ Miss Elizabeth) & Koko B. Ware & Hillbilly Jim & Hercules defeated the Big Bossman (w/ Slick) & Akeem & Ted Dibiase (w/ Virgil) & King Haku & the Red Rooster (w/ Bobby Heenan) in an Elimination Match [30:11]
- Savage pinned the Rooster
- Akeem pinned Hillbilly Jim
- Bossman pinned Koko (with the sidewalk slam after Koko missed a splash in the corner)
- Dibiase pinned Hercules
- Savage pinned Dibiase
- Bossman was counted-out (as he and Akeem double teamed Hogan on the floor and handcuffed him to the bottom rope)
- Akeem was disqualified (when Akeem and Bossman double teamed Savage in the ring)
- Hogan pinned Haku

88/10/24 New York City, NY  Madison Square Garden
The Big Bossman (w/ Slick) pinned Koko B. Ware with the sidewalk slam [7:03]

88/10/25  Saturday Night's Main Event  (#17 on NBC)
Baltimore, MD The Arena
The Big Bossman pinned Jim Powers with the sidewalk slam [2:34]

88/11/26 New York City, NY  Madison Square Garden
Hulk Hogan defeated the Big Bossman via count-out

89/01/15 Royal Rumble 89 PPV  Houston, TX  The Summit
Big Bossman competed in the Royale Rumble, won by Big John Studd

89/01/23 New York City, NY Madison Square Garden
The Big Bossman (w/ Slick) defeated Hulk Hogan via disqualification

89/02/03 The Main Event II (live on NBC) Milwaukee, WI Bradley Center
Hulk Hogan & Randy Savage (w/ Miss Elizabeth) defeated the Big Bossman & Akeem (w/ Slick) (Hogan pinned Akeem)

89/03/18 New York City, NY Madison Square Garden
Hulk Hogan defeated the Big Bossman (w/ Slick) in a Steel Cage Match [11:14] (by escaping over the top after handcuffing Bossman to the cage bars)

89/04/02 WrestleMania V Atlantic City, NJ The Convention Center
The Big Bossman & Akeem (w/ Slick) defeated Shawn Michaels & Marty Jannetty [8:05]
(when Akeem pinned Michaels with a splash after Bossman caught Michaels coming off the top and hit a powerbomb)

89/04/25
Saturday Night's Main Event (#21 Aired 5/27/89 on NBC) Des Moines, IA - Veterans Auditorium
WWF World Champion Hulk Hogan defeated the Big Bossman (w/ Slick) in a Steel Cage Match [10:01] 
(by stealing Bossman's handcuffs from an interfering Slick and handcuffing Bossman to the top rope)

89/08/28 Summer Slam 89 - East Rutherford, NJ - Meadowlands
Jim Duggan & Demolition defeated Andre the Giant (w/ Bobby Heenan) & the Big Bossman & Akeem (w/ Slick) (when Smash pinned Akeem)

89/10/31
Saturday Night's Main Event (#24 Aired 11/25/89 on NBC) Topeka, KS - Expocentre 
Dusty Rhodes pinned the Big Bossman (w/ Slick) [4:47] with a roll up

89/11/23 Survivor Series 89 - Chicago, IL - Rosemont Horizon
Dusty Rhodes & Brutus Beefcake & Tito Santana & the Red Rooster defeated the Big Bossman (w/ Slick) & the Honkytonk Man (w/ Jimmy Hart) & Bad News Brown & Rick Martel in an Elimination Match [22:04]
- Martel pinned Santana
- Bad News was counted-out when he walked out of the match after accidentally being struck by the Bossman
- Beefcake pinned HTM
- Beefcake pinned Martel
- Bossman pinned the Rooster with the sidewalk slam
- Rhodes pinned Bossman with a crossbody after avoiding a clothesline

90/01/21 Royal Rumble 90 - Orlando, FL  The Arena
Jim Duggan defeated the Big Bossman (w/ Slick) via disqualification [10:23] (when Bossman hit Duggan in the face with the nightstick)

90/04/01 WrestleMania VI  Toronto, Ontario,Canada - Skydome
The Big Bossman pinned Akeem (w/ Slick) [1:50] with the sidewalk slam

90/04/23
Saturday Night's Main Event: The Tussle in Texas (#26 Aired 4/28/90) Austin, TX - Frank Erwin Center
The Big Bossman defeated Akeem (w/ Slick) via disqualification [3:18] when Ted Dibiase & Virgil attacked Bossman

90/04/30 New York City, NY - Madison Square Garden
The Big Bossman defeated Ted Dibiase

90/08/27 Summer Slam 90 - Philadelphia, PA - Spectrum
Jake Roberts defeated Bad News Brown via disqualification; Special Referee: Big Bossman

90/11/22 Survivor Series 90 - Hartford, CT - Civic Center
Hulk Hogan & the Big Bossman & Tugboat & Jim Duggan defeated Earthquake (w/ Jimmy Hart) & Dino Bravo & Haku (w/ Bobby Heenan) & the Barbarian [14:49]
- Bossman pinned Haku (with the sidewalk slam)
- Duggan was disqualified (when he chased Jimmy Hart into the ring with the 2X4 and then used it on Earthquake)
- Hogan pinned Bravo
- Earthquake pinned Bossman with two elbow drops after Barbarian hit the Bossman from the apron
- Tugboat wrestled Earthquake to a double count-out
- Hogan pinned the Barbarian

91/01/19 Royal Rumble 91 Miami, FL The Arena
The Big Bossman pinned the Barbarian (w/ Bobby Heenan) [10:06] when the momentum of a crossbody off the top

91/01/21 New York City, NY - Madison Square Garden
The Big Bossman defeated Hercules via disqualification

91/04/21 New York City, NY - Madison Square Garden
The Big Bossman pinned the Mountie [7:56]

91/03/24 WrestleMania VII - Los Angeles, CA - Sports Arena
The Big Bossman defeated WWF Intercontinental Champion Mr. Perfect (w/ Bobby Heenan) via disqualification

91/06/03 New York City, NY - Madison Square Garden
The Mountie pinned the Big Bossman (after using the cattle prod as a weapon)

91/08/26 Summer Slam 91 - New York City, NY - Madison Square Garden
The Big Bossman pinned the Mountie (w/ Jimmy Hart) [8:38] in a Jailhouse Match (after the Bossman reversed a piledriver attempt into a throw-down slam)

91/10/28 New York City, NY - Madison Square Garden
The Big Bossman pinned Col. Mustafa (with the sidewalk slam) [4:52]

91/11/27 Survivor Series 91 - Detroit, MI - Joe Louis Arena
- The Big Bossman & WWF Tag Team Champions the Legion of Doom defeated IRS & the Natural Disasters [15:21] in an Elimination Match
- IRS pinned Bossman [6:23] after hitting him in the face with the steel briefcase
- Typhoon was pinned  after IRS accidentally hit him with the briefcase
- Earthquake was counted-out when he helped his partner to the back after arguing with IRS over the miscommunication
- IRS was pinned following the LOD's Doomsday Device after the Bossman returned to ringside to block IRS' escape

91/11/30 New York City, NY - Madison Square Garden
IRS pinned the Big Bossman

92/01/19 Royal Rumble 92 - Albany, NY - Knickerbocker Arena
Big Bossman competed in the Royale Rumble, won by Ric Flair for the vacant WWF World Title

92/02/23 New York City, NY - Madison Square Garden
Rick Martel pinned the Big Bossman [13:49] after hitting him with Bossman’s own nightstick
Big Bossman competed in a 20-man battle royal won by Sid Justice

92/04/05 WrestleMania VIII - Indianapolis, IN - Hoosier Dome
Jim Duggan & the Big Bossman & Virgil & Sgt. Slaughter defeated Repo Man & the Mountie & the Nasty Boys (w/ Jimmy Hart)

92/11/25 Survivor Series 92 - Richfield, OH - Coliseum
The Big Bossman pinned Nailz in a nightstick match [5:44] with the sidewalk slam

93/01/23 Headlock on Hunger Benefit Show New York City, NY - Madison Square Garden
Razor Ramon defeated the Big Bossman


93/01/24 Royal Rumble 93 - Sacramento, CA - Arco Arena
Bam Bam Bigelow pinned the Big Bossman [10:09]

93/03/14 Hull, Quebec - Robert Guertin Arena
The Big Bossman defeated Doink the Clown via disqualification (Last WWF match until 1998)


93/03/29 USWA Memphis, TN - Mid-South Coliseum (USWA is in a working association with the WWF)
The Harlem Knights defeated Jerry Lawler & the Big Bossman via disqualification


93/03/30 USWA Louisville, KY - Louisville Gardens
Jeff Jarrett & the Big Bossman defeated the Harlem Knights via disqualification


93/08/14 SMW Fire on the Mountain (SMW is in a working association of the WWF)
The Big Bossman pinned Kevin Sullivan


93/12/04 Anaheim, CA - Arrowhead Pond
Bret Hart pinned Jeff Jarrett: Special Referee: the Big Bossman (Bossman's last WWF appearance until 1998)