Then: For his first film role James Madio played the curiously named Lost Boy "Don’t Ask" in 'Hook.'

Now: ‘Hook’ was the first step in a successful acting career for Madio, who you may recognize from ‘The Basketball Diaries’ or ‘Band of Brothers’ (where he reunited with Spielberg), among other high-profile projects. The Bronx-born 36-year-old most recently appeared on episodes of ‘Ringer’ and ‘The Finder.’