He later inked his own weekend syndication deals with GCN and Sirius XM in 2008, while finishing his undergraduate studies at the University of Louisiana-Monroe. He left the station in 2003 and began syndicating his talk radio show while filling in for Ambrose I. In 2001, he landed his first full-time job in talk radio doing afternoons at CBS Radio's WAOK-AM, where he started. During that same time he began his talk radio career filling in for Bernie McCain on Radio-One's WOL in Washington, D.C. He left hip-hop for talk radio and journalism, working at a series of newspapers: The Prince George's Sentinel, The Prince George's Gazette, The Prince George's Journal, The Macon Telegraph, and finally The Washington Times. Macon was also the home of another Redding family member, '60s soul singer Otis Redding. In 1996, he accepted a full-time position as a hip-hop night personality at WIBB-FM in Macon, GA, where he was named "Tony Smoove" by his program director. He began his media career as a hip-hop radio personality at KZWA-FM, while at McNeese State University in Lake Charles in 1994. Robert Redding Sr., an Atlanta pastor and former president of the Fayette County's Black Voters League, and the late Mary Ann Redding, who was an Atlanta public school teacher and a Fayette school board candidate.
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