Debbie Reynolds
The start of Singin' in the Rain was one of Hollywood's most beloved actors until modern times. After her career in films dried up, Reynolds became a casino investor. Long story short, the casino she invested in went under in 1997. However, she was able to regain all of her wealth through royalties and sponging off of her successful daughter, Carrie Fisher. Reynolds died one day after her daughter, Carrie Fisher, passed.