Worley was signed to DreamWorks Records' Nashville division in 2000, releasing his debut album Hard Rain Don't Last that same year.

The album accounted for four singles on the Billboard Hot Country Songs charts.

It was followed in 2002 by I Miss My Friend, the title track of which became Worley's first number-one single on Hot Country Songs.

", his longest-lasting at seven weeks, and a third and final time with "Awful, Beautiful Life" in early 2005.

Following the closure of DreamWorks Records in 2005, Worley released Here and Now on 903 Music, a former label owned by country singer Neal McCoy.