[1]He worked regularly until the ethnic venues began dying out in the early 1960s, then made his Broadway theatre debut in the original 1964 production of the musical Fiddler on the Roof, joining the cast as Mordcha, the innkeeper, in 1965.

[5] Then in 1988, Finkel's work as "Sam" in the New York Shakespeare Festival revival of the Yiddish classic Cafe Crown earned him an Obie Award[6] and a Drama Desk nomination.

[7] Finkel made his movie debut in the English-subtitled, Yiddish sketch-comedy revue Monticello, Here We Come (1950), then after small parts in an episode of the television series Kojak in 1977 and the miniseries Evergreen in 1985, returned to film in the detective comedy Off Beat (1986).

An appearance as a lawyer in director Sidney Lumet's Q & A (1990) led TV producer-writer David E. Kelley to cast Finkel as public defender Douglas Wambaugh in the television series Picket Fences (CBS, 1992–1996).

[citation needed] Following the end of Picket Fences, Finkel had a regular role on the short-lived revival of Fantasy Island (ABC, 1998) and then reteamed with writer-producer Kelley to play history teacher Harvey Lipschultz in Boston Public (Fox; 2000–04).