Orlando Brown: 3J (Jerry Jamal Jameson)
After playing the Winslows’ adopted son 3J on the final two seasons of Family Matters, Orlando Brown went on to voice Sticky Webb on The Proud Family (2001 to 2005), release the album Trade It All (2006), and channel his aspiring rapper side as Eddie on That’s So Raven (2003 to 2007). Up next for the 24-year-old actor: 2012’s Christmas in Compton.
In an unfortunate twist, Orlando had a brush with the law in August 2011, when he was slapped with a DUI. According to TMZ, he ended up with 36 months probation, a $390 fine (plus penalty costs), one day in jail, and an order to attend an alcohol education program and 10 AA meetings.