Early roles and stage roles Bosley played the Knave of Hearts in a
Hallmark Hall of Fame telecast of
Eva Le Gallienne's production of
Alice in Wonderland in 1955. But his breakthrough stage role was
New York mayor Fiorello H. La Guardia in the long-running Broadway musical
Fiorello! (1959), in the television anthology
Profiles in Courage, 1965 Among his early television appearances was in 1960 on the
CBS summer replacement series,
Diagnosis: Unknown, with
Patrick O'Neal. In 1962, he portrayed Assistant District Attorney Ryan in the episode "The Man Who Wanted to Die" on
James Whitmore's ABC legal drama
The Law and Mr. Jones. Also in 1962, Bosley played Teddy opposite
Tony Randall and
Boris Karloff in
Arsenic & Old Lace for the
Hallmark Hall of Fame. About this time, he was a guest star on the
NBC police sitcom,
Car 54, Where Are You?. In June 1964, he appeared on the
satirical television comedy
revue,
That Was the Week That Was. He also appeared on episodes of
Bonanza,
Bewitched,
Get Smart,
The Silent Force,
The Streets of San Francisco,
Night Gallery,
A Touch of Grace, and
The Love Boat. In 1969, Bosley appeared in a comical episode of
The Virginian, titled "Crime Wave in Buffalo Springs," appearing alongside fellow guest-stars
James Brolin,
Yvonne De Carlo,
Carrie Snodgress,
Gary Vinson, with
Virginian regulars
David Hartman and
Doug McClure. Bosley's first motion picture role was in 1963, as the would-be suitor of
Natalie Wood in
Love with the Proper Stranger. Other films include
The World of Henry Orient;
Divorce American Style;
Yours, Mine and Ours;
Gus and the
made-for-television The Triangle Factory Fire Scandal. Bosley shared a heartfelt story about his own experience with
the Holocaust in the documentary film
Paper Clips. In 1994, he originated the role of Maurice in the Broadway version of Disney's
Beauty and the Beast. Bosley toured as Cap'n Andy in
Harold Prince's 1994 revival of
Show Boat.
Voice-over roles Bosley was known for his unique gravelly voice, leading to a number of voice acting roles. He narrated the syndicated television documentary ''That's Hollywood
(1976–82). He hosted The General Mills Radio Adventure Theater, a 1977 radio drama series for children. He voiced many cartoon characters, including Harry Boyle in the animated series Wait Till Your Father Gets Home. Bosley was the voice of B.A.H. Humbug in the 1978 Rankin & Bass holiday special The Stingiest Man in Town. He provided the voice of the title character in the 1980s cartoon The World of David the Gnome'' and the shop owner
Mr. Winkle in the children's Christmas special
The Tangerine Bear.
Endorsements From the 1950s through the 1990s, Bosley appeared in numerous television commercials including Studebaker automobiles (1956), and Glad sandwich and garbage bags. He appeared in radio commercials for the new
Saturn car company, a "different kind of car company," in 1990. Later in life, he was the television spokesman for SMC (Specialty Merchandise Corporation), a national wholesaler and drop shipper. Bosley was a spokesman for YES Entertainment Network, Inc., a fraudulent internet firm scheme that defrauded $13 million from investors around the country in the late 1990s. {{cite web|url=https://www.justice.gov/usao-cdca/pr/leader-fraudulent-internet-company-and-longtime-international-fugitive-pleads-guilty-13 ==Death==