How many movies have Bob Orton, Jr. and Vince McMahon collaborated on?

They have worked on 21 movies together! Their first movie together was WWE The Brawl to End it All (1984) and was their highest rated movie together. They have not worked together since WWE: Best of WWE at Madison Square Garden (2013).

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Bob Orton Jr. (Appearance)
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Executive Producer
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Producer
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Bob Orton, Jr.
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Producer
Crew
Executive Producer
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"Cowboy" Bob Orton Jr.
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Director
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Producer
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Writers' Production
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"Cowboy" Bob Orton Jr.
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Director
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Writers' Production
Role
"Cowboy" Bob Orton Jr.
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Writers' Production
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Producer
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Director
Role
"Cowboy" Bob Orton Jr.
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Producer
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Director
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Writers' Production
Role
"Ace Cowboy" Bob Orton (Cornerman)
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Director
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"Cowboy" Bob Orton Jr.
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Writers' Production
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Producer
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Director
Role
Cowboy Bob Orton
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Vince McMahon
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Producer
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Director
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Writer
Role
"Cowboy" Bob Orton (Ringside)
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Producer
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Director
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Writers' Production
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Cowboy Bob Orton
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Executive Producer
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Director
Role
'Cowboy' Bob Orton
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Director
Crew
Writer
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Producer
Role
"Cowboy" Bob Orton Jr.
Crew
Writers' Production
Crew
Director
Crew
Producer
Role
"Cowboy" Bob Orton Jr.
Crew
Writers' Production
Crew
Director
Crew
Producer