Was previously a quarterback for the Michigan State football team
Was a member of the Alpha Tau Omega fraternity
Was a singer in Lansing, Michigan-based band, Fat Amy, who split up in 2000, but reunited as the Bob Guiney Band and released the album 3 Sides in 2003
Was a contestant on the very first season of The Bachelorette in 2003, and his popularity on the show led to him being cast in 2003 as the bachelor on the fourth season of The Bachelor
Published his autobiographical book, What a Difference a Year Makes: How Life's Unexpected Setbacks Can Lead to Unexpected Joy, in 2003