Despite the millions of dollars that he earned over the years, such as his $65,000-a-week earnings from "Sugar Babies", Rooney was plagued by financial problems late in life. His longtime gambling habit caused him to "gamble away his fortune again and again". He declared bankruptcy for the second time in 1996 and described himself as "broke" in 2005. He kept performing on stage and in the movies, but his personal property was valued at only $18,000 when he died in 2014.