Approaching the age of 60, Winkler moved into the director's chair, debuting with Guilty by Suspicion (1991), a drama (which he also scripted) about the Hollywood blacklist that starred Robert De Niro.
Life as a House (2001), was a tale featuring a depressed dying man (Kevin Kline) who funnels his energies into rebuilding the dilapidated beach shack he inherited from his abusive father and, in the process, building bridges between himself and his disaffected son (Hayden Christensen).