Became a member of Chicago's Second City Group
Broadway directorial debut, Neil Simon's "The Sunshine Boys"
Co-starred with Meryl Streep and Reese Witherspoon in "Rendition"
Earned second Best Actor Oscar nomination as a deaf mute loner in "The Heart is a Lonely Hunter"
Feature film directing debut, "Little Murders"; also acted
Landed plum role in Mike Nichols' film adaptation of Joseph Heller's antiwar novel "Catch-22"; initial tepid response hurt his career; film has since acquired cult status
Off-Broadway debut, "Heloise"
Offered a hysterically funny turn as hitman John Cusack's psychiatrist in "Grosse Point Blank"
Played the much older husband of Robin Wright Penn in "The Private Lives of Pippa Lee," written and directed by Rebecca Miller
Provided the voice of Schmendrick the Magician in the animated feature "The Last Unicorn"
With Erik Darling and Bob Carey, co-founded the folk group The Tarriers
Screen acting debut in short, "That's Me"
Starred in Arthur Hiller's "Popi"; earned a Best Actor Golden Globe nomination
Terrorized a helpless and blind Audrey Hepburn in "Wait Until Dark"
Broadway debut in the revue, "From the Second City"
Co-wrote (with wife Barbara Dana from her novel) and co-starred with her in the PBS special "Necessary Parties"
Directed off-Broadway revival of Jules Feiffer's "Little Murders"
Joined a heavyweight cast for the film version of David Mamet's "Glengarry Glen Ross"
Off-Broadway directing debut, "Eh?"; credited as Robert Short
Offered a satiric turn as suburbanite in "Edward Scissorhands"
Played a bitter ex-ballplayer in TNT's "Cooperstown"
Played George Kraft in film version of Kurt Vonnegut's "Night Mother"
Played The Chief in the adaptation of Mel Brooks and Buck Henry's hit 1960s spy parody "Get Smart"
Played the family patriarch in "The Slums of Beverly Hills"
Returned to the stage in the off-Broadway play (also co-authored) "Power Plays"; also starred son Anthony, Elaine May and May's daughter Jeannie Berlin
Teamed with Carol Burnett in the film "Chu Chu and the Philly Flash"; scripted by Arkin's then-wife Barbara Dana
Co-starred in the independent film "City Island"
Delivered an Emmy-nominated turn in CBS movie "Escape from Sobibor"
Directed episodes of NBC's short-lived series "Fay," starring Lee Grant
Directed "The Visit," the fifth episode of PBS' first original comedy series "Trying Times"
Feature acting debut, "The Russians Are Coming, the Russians Are Coming"; earned Best Actor Oscar nomination
Feature producing (executive producer) debut, "The In-Laws"; also acted; second film with director Hiller
Directed and acted in "Fire Sale"
Played a foul-mouthed grandfather with a taste for heroin in the indie comedy "Little Miss Sunshine"; earned a SAG nomination for Best Supporting Actor
Played Owen Wilson's boss in the family film "Marley and Me"
Portrayed Sigmund Freud to Nicol Williamson's Sherlock Holmes in "The Seven-Per-Cent Solution"
Recorded four albums of songs for children with The Babysitters
Won critical praise as James Woods' colorful dad in "Joshua Then and Now"
Appeared in "Jerky Boys: The Movie"
Cast in the FX miniseries "The Pentagon Papers"; received a Best Supporting Actor Emmy nomination
Co-directed (with Clark Jones) George Furth's TV adaptation of his play "Twigs" (CBS)
Co-executive producer and star of short-lived ABC series "Harry"; also starred wife Barbara Dana
Delivered Tony-winning turn in Carl Reiner's "Enter Laughing"
Headlined the ensemble cast of the A&E series "100 Centre Street"
Joined the improvisational group The Compass Players at the Crystal Palace in St. Louis, MO
Short film directing debut, "T.G.I.F"
Played American ambassador to Brazil in the Oscar-nominated foreign film "Four Days in September"
Played Amy Adams and Emily Blunt's father in the independent feature "Sunshine Cleaning"
Played an elderly handyman in director Neal Miller's character-driven comedy drama "Raising Flagg"
Cast as Ryan Reynolds' father in "The Change-Up"
Re-teamed with "Little Miss Sunshine" co-star Greg Kinnear in the crime drama "Thin Ice"
Helmed first feature in 16 years, "Samuel Beckett Is Coming Soon"; also co-starred with son Anthony
Played a veteran Hollywood producer in political thriller "Argo," directed by Ben Affleck
Made cameo in "The Muppets"
Co-starred with Al Pacino and Christopher Walken as aging con men in crime comedy "Stand Up Guys"
Played an aging magician opposite Jim Carrey and Steve Carell in "The Incredible Burt Wonderstone"