During the 1960s and 1970s, Prine appeared in supporting roles in a number of films. Prominent among these were three films he made for director Andrew V. McLaglen: The Devil's Brigade (1968), Bandolero! (1968), and Chisum (1970).
During the 1980s and 1990s, Prine continued to work in film and television. Appearances included W.E.B., Dallas, Weird Science, and as Steven in the science-fiction miniseries V and its sequel V: The Final Battle.
Prine received the Golden Boot Award for his body of work in Westerns (in 2001)[3] and two Dramalogue Critics Awards for Best Actor in a leading role.[4]
Between 1962 and her death on November 28, 1963, Prine dated actress Karyn Kupcinet.
The relationship was problematic; Kupcinet was abusing diet pills along with other prescription drugs.[5]
The problems in Kupcinet's relationship with Prine were mainly due to Prine's objections to making the relationship exclusive. After Kupcinet underwent an illegal abortion in July 1963, the relationship cooled and Prine began dating other women. In turn, Kupcinet began spying on Prine and his new girlfriend.[6]
The Los Angeles County Sheriff's Department later determined Kupcinet had delivered threatening and profane messages, consisting of words and letters she had cut out of magazines, to Prine and herself.
On November 30, 1963, Karyn Kupcinet was found dead in her apartment at the age of 22. Coroner Harold Kade concluded that due to a broken hyoid bone in her throat, Kupcinet had been strangled. Her death was officially ruled a homicide.[7]
During the course of their investigation, the Los Angeles County Sheriff's Department named Andrew Prine as one of their chief suspects. When questioned by law enforcement, Prine said he had talked with Kupcinet twice by phone on Wednesday, the day before her murder, claiming he was trying to patch up a lover's quarrel between them. Detectives considered it possible that after Prine learned the anonymous threat letters both he and Kupcinet had received had been created by Kupcinet herself, that and their unresolved argument gave him a motive for murder. In addition, both Edward Rubin and Robert Hathaway, the two men who had possibly been the last to see her alive, were friends of Prine. They were also eventually named as suspects.[8][9][6]
In 1988, Kupcinet's father Irv Kupcinet published a memoir in which he revealed that he and his wife Essee believed that Andrew Prine had nothing to do with their daughter's murder.[10] He was suspicious of a person, still alive when he wrote his memoir, who had no connection to Prine.[10]
Gunsmoke (3 episodes); as Billy Joe in S7E33’s “The Prisoner” (1962); as Clay Tatum on S8E5’s “False Front” (1962) & as Elmo Sippy in S9E5’s “Easy Come” (1963)
^Parkway Playhouse Archived June 23, 2007, at the Wayback Machine
^Garfield, David (1980). "Appendix: Life Members of The Actors Studio as of January 1980". A Player's Place: The Story of The Actors Studio. New York: MacMillan Publishing Co., Inc. p. 279. ISBN 0-02-542650-8.
^"Williamsburg Film Festival Golden Boot Awards". Williamsburg Film Festival. Retrieved June 10, 2017.
^"Andrew-Pine and Salome Jens Set for ON GOLDEN-POND at Glendale Centre Theatre". Broadway World: Los Angeles. June 19, 2012. Retrieved June 10, 2017.
^Austin, John (1992). The Tales of Hollywood the Bizarre. SP Books. p. 150. ISBN 1-56171-142-X.
^ ab[Felsenthal, Carol (June 2004). "The Lost World of Kup". Chicago Magazine.]
^Felsenthal, Carol (June 2004). "The Lost World of Kup". Chicago Magazine. p. 7. Retrieved November 7, 2007.
^Stephan Benzkofer (November 24, 2013). "Karyn Kupcinet 1963 death still unsolved". Chicago Tribune. Retrieved July 7, 2015.
^Phil Potempa (November 29, 2013). "OFFBEAT: Chicago gossip columnist Kup never forgot beloved daughter". Northwest Indiana Times. Retrieved July 7, 2015.
^ abKupcinet, Irving (1988). Kup: A Man, An Era, A City. Bonus Books. pp. 186–188. ISBN 0-933893-70-1.