Cregan co-wrote many hits with Stewart, including "Passion" and "Tonight I'm Yours (Don't Hurt Me)", winning the American Society of Composers, Authors and Publishers (ASCAP) award for outstanding songwriting, with each. Cregan was awarded a third ASCAP "outstanding songwriting" award for his co-writing of the song "Forever Young" (1988) and Stewart was awarded a Grammy for his performance of this song. He stayed with Stewart until 1995 after twelve years working together. Cregan has received thirteen multi-platinum awards for his work with Stewart and together they have thirty recorded songs to their joint credit.