 Eckhart once was engaged to actress Emily Cline whom he met during filming of In the Company of Men , but they separated in 1998 . He always has been reluctant in speaking about his relationships in interviews . Eckhart dated country music songwriter and member of SHeDAISY , Kristyn Osborn , from 2006 – 2007 . He appeared in the group 's video for their single , " I 'm Taking the Wheel " . 
