Mr. Jackson is a local golfer in Greenpoint and possibly a member of the upper class in town. He golfs at Greenpoint Country Club and Golf Course with fellow golfers, Bill, John, and Tom. When the club loses its caddies, the Rascals are called to fill in, and Spanky caddies for Mr. Jackson, but Jiggs The Chimp breaks all his clubs. It's unknown if he is related to either Mary Ann Jackson or Dickie Jackson.
Mr. Jackson was played by actor Thomas Pogue.