situation comedy I Love Lucy Dobkin played the roles of "Restaurant Man" in episode 66 ("Ricky and Fred Are TV Fans"), "Waiter" in episode 70 ("Equal Rights"), and "Counterfeiter" in episode 145 ("Paris at Last"). In the 1957-1958 television season, Dobkin played a director on the CBS sitcom, Mr. Adams and Eve, starring Howard Duff and Ida Lupino as fictitious married actors residing in Beverly Hills, California. He guest-starred in 1958 in the first season of ABC's The Donna Reed Show. In 1957, Dobkin appeared in the third episode of the first season of the CBS Television western Have Gun – Will Travel, entitled "The Great Mohave Chase", as the owner of water rights in the small western town of Mohave. In the May 9, 1958 episode of the CBS Television western series Trackdown entitled, "The End of the World," he portrays a con man named Walter Trump who promises to save a town from destruction by building a wall. Internet posts of this episode have gone viral due to its resemblance to real life US President Donald Trump and his controversial policy on immigration. In 1960, Dobkin appeared as Kurt Reynolds in the episode "So Dim the Light" of the CBS anthology series The DuPont Show with June Allyson, and as an escape artist on the run from a possible murder charge in Wanted: Dead or Alive. That same year he played "Esteban Garcia" (a long time friend of Marshall Dillon where things go very wrong) in the TV Western Gunsmoke, in the episode "Don Matteo" (S6E7). He appeared in the David Janssen crime drama series, Richard Diamond, Private Detective. Dobkin appeared in four episodes of The Rifleman playing four different characters, including a heartfelt portrayal of General Philip Sheridan from the American Civil War. He appeared in an episode of The Tab Hunter Show in 1961. In 1964 he narrated the USIS documentary film about the Republican and Democrat conventions called "1964 The Conventions." Often also cast as a villain, Dobkin portrayed gangster Dutch Schultz on ABC's The Untouchables. He appeared on the ABC/Warner Bros. crime drama, The Roaring 20s and in the NBC western with a modern setting, Empire. He was cast as a mass murderer in the 1972 pilot for ABC's The Streets of San Francisco, starring Karl Malden. He guest-starred on ABC's The Big Valley, starring Barbara Stanwyck. He received an Emmy Award nomination for