Chatham attended the University of South Dakota. As a junior he made 95 tackles and six interceptions. In his senior year he made 74 tackles and one interception. He was a double major in English and Criminal Justice at South Dakota.
Chatham received a Masters in Business Administration from Babson College in 2011.
Chatham was signed by the St. Louis Rams as a rookie free agent but was released before the start of the regular season.
He spent the first six seasons of his career in New England, including contributing to three of the Patriots' Super Bowl victories (XXXVI, XXXVIII, XXXIX). He was known as one of the leaders of the Patriots' stout special teams. In XXXVIII he tackled streaker Mark Roberts, who had come onto the field just before the second-half kickoff.
Chatham now runs an NFL informational column in the Boston Herald called "The Chatham Report" and appears every Sunday morning on WEEI with Kevin Faulk, Dale Arnold and Christopher Price. He can be found on Twitter under @chatham58. He is a regular columnist on the Football By Football website.