Judge Judy – $25 Million per year
Judge Judy Sheindlin, known for her biting wit and no-nonsense approach, hosted the popular courtroom show “Judge Judy” from 1996 until 2021. At her peak, she earned an astounding $47 million a year, making her one of television’s highest-paid personalities. In 2021, she debuted “Judy Justice” on Amazon’s IMDb TV, earning an estimated $25 million per year. Sheindlin formerly worked as a family court judge in New York, where she handled over 20,000 cases over the course of 14 years. In a 2025 interview, she discussed how meaningful yet hard her family court work is in comparison to how much she enjoys her television part.

Judge Judy – $25 Million Per Year
Oprah Winfrey – $315 Million per year
Oprah Winfrey, the media magnate, has constructed an empire that continues to thrive. Her net worth is expected to be $3 billion by 2024. She first rose to prominence on “The Oprah Winfrey Show,” which helped her become a household name. Her company, Harpo Productions, has helped produce a variety of media projects, including films and television shows. In addition to her media endeavors, the celebrity has made strategic investments, including as purchasing a 10% interest in Weight Watchers (now WW) in 2015, which greatly enhanced her income. Her influence extends beyond the media; she is well-known for her humanitarian endeavors, which include the Oprah Winfrey Leadership Academy for Girls in South Africa.

Oprah Winfrey – $315 Million Per Year