Starting at the age of 5, Jeffery made his on-screen debut in commercials and guest starring television roles. In 1994, Jeff landed a role in the Vivian Beaumont Theater revival of Carousel. After a year with the production, he landed his first major television role as 'Austin' in the NBC sitcom In the House. Jeff spent the first two seasons with the show before creative changes hit when the series moved to UPN.He has also made appearances on several popular series, including New York Undercover, The Parent 'Hood, Strong Medicine and had a contract role as Jimmy Harrison on NBC's soap opera Sunset Beach from 1997-1999.