It was entirely likely that youngman had brushes with the law and possibly ended up in prison, as a look at incarceration rates for 18- to 25-year-old African American males in the 70s and 80s will confirm.
If Karl Rove is right, a last-minute story in the 2000 election -- that George W. Bush had been arrested for drunk driving as a youngman -- kept a few million likely Republican voters, mostly white evangelicals, away from the polls.