After graduating from Taylor High School in North Bend, Ohio, Stubblefield attended the University of Kansas.

After the 1997 season, he became an unrestricted free agent and signed with the Washington Redskins,[2] where his numbers greatly diminished despite the fact that he played opposite Dan Wilkinson, who often drew double-teams.

Stubblefield's name and those of several of his Oakland Raiders team members were found on the list of clients of the Bay Area Laboratory Co-operative that had given performance-enhancing drugs to Marion Jones and others.

[5] He was formerly the varsity defensive line coach at Valley Christian High School in San Jose, California.

[7] On December 9, 2010, San Francisco U.S. District Court judge Susan Illston sentenced Stubblefield to 90 days in jail for stealing his ex-girlfriend's mail by way of fraudulent submission of a change-of-address form.