Endearing character player of film and TV also noted for his work as a serious and provocative playwright. Shawn made his acting debut on stage in his own translation of Machiavelli's "The Mandrake" in 1977. He made a brief but indelible first impression on screen two years later, playing Diane Keaton's ex-husband in Woody Allen's "Manhattan" (1979) whom the protagonist dismisses as a "homunculus". Short, pale and bald, with a lisping, scratchy voice, Shawn looks more like a friendly gnome than a successful actor. Nonetheless, he immediately began amassing credits, appearing in two other films in 1979 and two the following year. Shawn scored a surprise art-house hit with a thinly-veiled autobiographical turn in the Louis Malle-directed talkathon duet, "My Dinner With Andre" (1981), which he co-wrote with fellow star Andre Gregory.Shawn went on to become a movie fixture of sorts, acting in as many as five films a year by the mid-1980s. He tended to appear in brief but memorable bits such as playing the radio superhero Masked Avenger in Allen's 1987 "Radio Days" ("Beware, evildoers! Wherever you are!"). He shone in a larger role that same year--the preposterous evil mastermind in Rob Reiner's engaging fairy tale, "The Princess Bride". Shawn has also worked in TV from time to time, doing several guest shots on "Taxi" and playing recurring characters on "The Cosby Show" and "Murphy Brown". He made the transition to series regular during the 1996-97 season, recreating his 1994 feature film role as a teacher in ABC's sitcom version of "Clueless". Shawn became a favorite of "Star Trek" fans with his oft-hilarious guest stints as the Ferengi Grand Nagus Zek, the financial kingping of the avaricious aliens and a frequent thorn in the side of Quark (Armin Shimmerman) throughout the series run of "Star Trek: Deep Space Nine" (syndication, 1993-1999). He would also enjoy recurring stints on "Cosby" in 1999 and as Dr. Howard Stiles on the NBC crime drama "Crossing Jordan" beginning in 2002.
Shawn's reasonably lucrative acting career helped subsidize his playwriting. A child of some privilege--his father, William Shawn, enjoyed a long reign as the editor and publisher of "The New Yorker"--he used his plays to critique the self-serving attitudes of his class and the imperial actions of his country. Shawn's first produced play, "Our Late Night", won him the 1975 OBIE Award for Best New Play. He earned that honor again in 1986 for "Aunt Dan and Lemon", about a domineering woman and her protege, and in 1991 for "The Fever", an unpleasant work about an American of unspecified age and sex who languishes violently ill on the floor of a hotel room in a foreign country while a revolution rages outside. In 1996, his play "The Designated Mourner" premiered in London, starring Mike Nichols and Miranda Richardson and directed by David Hare. That production was later filmed and released theatrically.
Shawn's recent film credits ran the gamut from silly sci-fi kidpics ("Mom and Dad Save the World" 1992) to character comedy ("The Cemetery Club" 1993) to ambitious period pieces ("Mrs. Parker and the Vicious Circle" 1994). He reteamed with Andre Gregory as he played David Mamet's take on Chekhov's Uncle Vanya in Louis Malle's "Vanya on