In addition, O'Hara continued writing songs for other country music artists,[1] including The Judds' 1986 hit "Grandpa (Tell Me 'Bout the Good Old Days)" which earned him a Grammy Award.

He had initially planned to pursue a career in American football, but after a career-ending knee injury, O'Hara shifted his focus to singing and songwriting.

[1] Kieran Kane, another songwriter who worked for the same publishing company, first collaborated with O'Hara on a song titled "Bluegrass Blues", eventually recorded by The Judds.

Their third album failed to produce any singles and by 1990, the duo parted ways, with both members assuming solo careers.

In addition, O'Hara continued to write songs for other artists, including cuts by Shelby Lynne, Gary Allan, and Trisha Yearwood.