When thinking about actors playing multiple characters, two names came to mind, 
Allen Melvin and Robert McQuain.  They played 6 characters each.  Most of Allen 
Melvins characters I could name.
  
Clyde Plaunt
Fred Plummer
Jake, who worked for Ms. Lesch
Convict Neal
Hotel Detective Bardolli
Doc Malloy
  
He was also several unnamed characters like the escaped prisoner and the 
recruiting sergeant when Ernest T. wanted to join the Army.
  
I had to cheat and look up Robert McQuain's roles
  
Joe Waters (4 times)
Fletch Roberts
Ike Gordon
Sgt. Johnson
Jim Baker
Bill in Andy Forecloses
  
He to appeared as several unnamed characters.
  



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