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Diamond played the recurring role of "Buddy" in the NBC sitcom, ''The Nanette Fabray Show.'' He was strongly considered for the role of Robbie Douglas on Fred MacMurray's ''My Three Sons,'' <ref>Sam Tweedle, "Chip Happens: A Conversation with Stanley Livingston," material no longer online.</ref> but was cast in 1962–1963 as Dobie Gillis' cousin, Duncan "Dunky" Gillis, for seven episodes of the final season of [[CBS]]'s ''The Many Loves of Dobie Gillis,'' created by Max Shulman and starring Dwayne Hickman (born 1934). Also in 1963, Diamond appeared briefly as "Pvt. Pip" in an episode of Rod Serling's ''[[The Twilight Zone]],'' entitled "In Praise of Pip." He was credited as "Robert Diamond."  Billy Mumy and Jack Klugman also appeared in that episode, which aired on September 27, 1963.<ref>{{cite web|url=http://tzone.the-croc.com/tzeplist/pip.html|title=In Praise of Pip|publisher=The Original Twilight Zone Episode Guide|accessdate=March 27, 2020}}</ref> In 1965, Diamond played the son of the butter and egg man in an episode of ''The Andy Griffith Show.''

Diamond played the recurring role of "Buddy" in the NBC sitcom, ''The Nanette Fabray Show.'' He was strongly considered for the role of Robbie Douglas on Fred MacMurray's ''My Three Sons,'' <ref>Sam Tweedle, "Chip Happens: A Conversation with Stanley Livingston," material no longer online.</ref> but was cast in 1962–1963 as Dobie Gillis' cousin, Duncan "Dunky" Gillis, for seven episodes of the final season of [[CBS]]'s ''The Many Loves of Dobie Gillis,'' created by Max Shulman and starring Dwayne Hickman (born 1934). Also in 1963, Diamond appeared briefly as "Pvt. Pip" in an episode of Rod Serling's ''[[The Twilight Zone]],'' entitled "In Praise of Pip." He was credited as "Robert Diamond."  Billy Mumy and Jack Klugman also appeared in that episode, which aired on September 27, 1963.<ref>{{cite web|url=http://tzone.the-croc.com/tzeplist/pip.html|title=In Praise of Pip|publisher=The Original Twilight Zone Episode Guide|accessdate=March 27, 2020}}</ref> In 1965, Diamond played the son of the butter and egg man in an episode of ''The Andy Griffith Show.''

He appeared as Jody Webster in the 1961 episode "Paperback Hero" of the [[ABC]] western series, ''The Rebel,'' starring Nick Adams as a roaming former [[Confederate States of America|Confederate]] soldier. He claimed to have been considered for the role of Robin on ''[[Batman]]'' but was told that at twenty-one he was too old for the part.<ref>http://www.people.com/people/archive/article/0,,20120235,00.html</ref>​ However, he was only two years older than Burt Ward (born 1945), who instead landed the role.

He appeared as Jody Webster in the 1961 episode "Paperback Hero" of the [[ABC]] western series, ''The Rebel,'' starring Nick Adams as a roaming former [[Confederate States of America|Confederate]] soldier. He claimed to have been considered for the role of Robin on ''[[Batman]]'' but was told that at twenty-one he was too old for the part.<ref>{{cite web|url=http://www.people.com/people/archive/article/0,,20120235,00.html|title=Bobby Diamond's Grown-Up and a Lawyer, but the Kid from Fury Hasn't Stopped Horsing Around|publisher=''People magazine''|date=May 1989|accessdate=March 27, 2020}}</ref>

 

</ref>​ However, he was only two years older than Burt Ward (born 1945), who instead landed the role.

==Attempted entry into films==

==Attempted entry into films==