69. JUDY SHEINDLIN

$460 million SOURCE: TV AGE: 78 RESIDENCE: Naples, FL SELF-MADE SCORE: 8

After 25 years presiding over cable’s mostwatched courtroom—and more than 12,500 cases—Judge Judy is going digital. Her new series, Judy Justice, will be streamed exclusively on Amazon’s free service IMDb TV next year. A longtime family-court judge, Sheindlin didn’t make her debut on television until she was 53.