Films and shorts

In his late teens, Holloway toured with the stock company of The Shepherd of the Hills,^[7] performing in one-nighters across much of the American West before returning to New York where he accepted small walk-on parts from the Theatre Guild and appeared in the Rodgers and Hart revue The Garrick Gaieties in the mid-1920s. A talented singer, he introduced "Manhattan" in 1925 and the following year sang "Mountain Greenery".^[6]

He moved to Hollywood in 1926 to begin a film career that lasted almost 50 years. His bushy red hair and foggy distinctive voice meant that he almost always appeared in comedies. His first film was The Battling Kangaroo (1926), a silent picture. Over the following decades, Holloway would appear with Fred MacMurray, Barbara Stanwyck, Lon Chaney Jr., Clark Gable, Joan Crawford, Bing Crosby, and John Carradine. In 1942, during World War II, Holloway enlisted in the United States Army at the age of 37 and was assigned to the Special Services. He helped develop a show called "Hey Rookie", which ran for nine months and raised $350,000 for the Army Relief Fund. In 1945, Holloway played the role of a medic assigned to an infantry platoon in the critically acclaimed film A Walk in the Sun. Between 1946 and 1947, he played the comic sidekick in five Gene Autry Westerns.^[8]

With Walt Disney

Walt Disney originally considered Holloway for the voice of Sleepy in Snow White and the Seven Dwarfs (1937), but chose Pinto Colvig instead. Holloway's voice work in animated films began with Dumbo (1941), as the voice of Mr. Stork. Holloway was the voice of the adult Flower in Bambi (1942), the narrator of the Antarctic penguin sequence in The Three Caballeros (1944) and the narrator in the Peter and the Wolf sequence of Make Mine Music (1946). He was the voice of the Cheshire Cat in Alice in Wonderland (1951); the narrator in The Little House (1952), Susie the Little Blue Coupe (1952), Lambert the Sheepish Lion (1952), and Goliath II (1960); Amos Mouse from Ben and Me (1953); Kaa the snake in The Jungle Book (1967); and Roquefort the mouse in The Aristocats (1970). He is perhaps best remembered as the voice of Winnie the Pooh in Disney's Winnie the Pooh featurettes through 1977. He was honored as a Disney Legend in 1991, the first person to receive the award in the voice category. His final role was Hobe Carpenter, a friendly moonshiner who helps Harley Thomas (David Carradine) in Thunder and Lightning (1977). A majority of his roles were inherited by voice actor Jim Cummings following his death.

Radio and recordings

Holloway acted on many radio programs, including The Railroad Hour, The United States Steel Hour, Suspense, Lux Radio Theater, and The Shadow. In the late 1940s, he could be heard in various roles on NBC's "Fibber McGee and Molly". His voice retained a touch of its Southern drawl and was instantly recognizable. Holloway was chosen to narrate many children's records, including Uncle Remus Stories (Decca), Mother Goose Nursery Rhymes (Disneyland Records), Walt Disney Presents Rudyard Kipling's Just So Stories (Disneyland Records) and Peter And The Wolf (RCA Victor).

Television

Holloway easily made the transition from radio to television. He appeared on the Adventures of Superman as "Uncle Oscar", an eccentric inventor, and played a recurring role on The Life of Riley. He guest-starred on Fred Waring's CBS television program in the 1950s and appeared on Circus Boy as a hot air balloonist. Some other series on which he performed include Five Fingers (episode "The Temple of the Swinging Doll"), The Untouchables, The Real McCoys ("The Jinx"), Hazel, Pete and Gladys, The Twilight Zone ("What's in the Box"), The Brothers Brannagan, Gilligan's Island, The Andy Griffith Show, The Donald O'Connor Show, Peter Gunn, F Troop, and Moonlighting.

In the late 1950s and early 1960s, Holloway had live parts in two of The Bell System Science Series educational films, and a voice part in a third.

During the 1970s, Holloway did commercial voice-overs for Purina Puppy Chow dog food and sang their familiar jingle, "Puppy Chow/For a full year/Till he's full-grown!" He also provided the voice for Woodsy Owl in several 1970s and 1980s United States Forest Service commercials. He auditioned for the well-known comic book character Garfield in 1982, but lost to Lorenzo Music. He provided voice-over work for the 1984 commercial of Libby's baked beans.^[9]

Art collection

Holloway was an avid art collector, important in the early careers of many local Los Angeles area artists such as Edward Kienholz and Billy Al Bengston. His large, eclectic, and mostly contemporary collection was sold off piecemeal prior to his death due to his failing health.^[15] The collection was a central element in his life outside of his work, building his home on a hillside overlooking the Pacific Ocean in Laguna Beach, California to serve primarily as a gallery in which to display his collection. His instructions to his architect, Paul Sterling Hoag, were that it should be the home "primarily for his paintings and sculpture and only secondarily for himself." The design of the house included unique elements such as large built-in flat file drawers to hold prints and other unmounted works from his collection as well as features specifically designated for certain notable artworks, such as the commissioned revolving wooden sunshade panels made by Robert Cremean which faced the setting sun, and sculptured front doors by John Mason. The whole layout of the house was optimized for the appreciation of the displayed works of art, more similar to the design of a gallery than a home.^[16]

Feature films

Short subjects

Television