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Fortune sang tenor for the Statler Brothers for 21 years. He joined them as a replacement for the ailing Lew DeWitt in 1982 and joined the group permanently when DeWitt was unable to return to the stage. Fortune wrote several number one songs that were recorded by the Statler Brothers, including Elizabeth, Too Much on My Heart, My Only Love, and More Than a Name on a Wall. "Elizabeth" recently was a top bluegrass release for Dailey & Vincent. He spent 21 years touring, singing, and performing with them until Don, Harold and Phil, the other three members of the group retired in 2002. Since then he has continued an extensive performance schedule in the U.S. and Canada. He has continued as a songwriter and has recorded a number of projects in Nashville.