[3] Raymond appeared in the films 4D Man, Sail a Crooked Ship, Gypsy, It Happened at the World's Fair, The Russians Are Coming, the Russians Are Coming, The Reluctant Astronaut, The Ballad of Josie, Wild in the Streets, Bandolero!

On television, Raymond portrayed Cliff Murdock in Harris Against the World,[4] Karen,[4]: 555  and Tom, Dick and Mary.

[3] In 1966 he guest-starred on Gunsmoke playing Dr. Tobias, a seller of herbs and medicines who also purported to be a rainmaker; called to duty while Dodge City was in the midst of its worst drought ever in “The Well” (S12E9).

From 1968 to 1970 he played Mr. Peevy, a local handyman in eleven episodes of The Ghost & Mrs. Muir.

On Broadway, he had the roles of Ulysses in Hook n' Ladder (1952) and George Herman in Pipe Dream (1955).