Famous for moderating the NBC program Meet the Press, he is also notable for his contributions to Imus in the Morning; Race for the White House (1600 Pennsylvania Avenue); and NBC Nightly News. A popular television personality, he had nearly two million Twitter followers by early 2015.
While studying at American University in the late 1980s and early 1990s, he worked for the school's student TV station. In his late teen years, he also worked a summer job at the Tucson, Arizona-based station KGUN-TV.
He was assigned to cover the 2000 presidential campaign of George W. Bush. After Bush was elected, Gregory became the NBC-appointed Chief White House correspondent.
The Los Angeles-born son of Carolyn Surtees and Don Gregory, he was raised in the Jewish faith. His marriage to Washington, D.C.-area attorney Beth Wilkinson resulted in children named Ava, Jed, and Max.
Between 2003 and 2014, he was a substitute anchor for Lester Holt's Weekend Today news program.