Despite his success, Connolly experienced difficulties behind the scenes. The demands of fame and drinking affected his health and career in the late 1970s. By the early 1980s, he developed serious medical issues, including heart problems and nerve damage. Financial challenges followed, and he sold his home to manage expenses. Even as obstacles grew, he continued working to rebuild his life and career.

In the 1990s, Connolly returned to performing under his own name and released a solo album in 1995. He hoped for a renewed rise in his career and continued touring whenever his health allowed. His final performance was in late 1996, and he passed away in early 1997 at the age of 51 due to ongoing health complications. Though his life held many challenges, his voice and energy left a lasting mark on rock history.