Maureen O’Connor – $85 Million
Maureen O’Connor was a politician running for San Diego City Council when she met Robert O. Peterson. He was the founder of the Jack in the Box fast food chain and they fell madly in love. The couple dated and married in 1977.

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O’Connor was successful in her career, but two years after she stepped down as mayor of San Diego in 1992, Robert sadly died. He had left his wife $50 million, the same as $85 million today.
Tori Spelling – $1 Million
Tori Spelling became famous on her own as an actress, but her father was a seasoned TV producer. Aaron Spelling left her $1 million out of a $500 million legacy when he died since he was worried about his daughter’s financial habits.

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Regardless of the fortune she inherited, Spelling hit economic struggles in 2014 and apparently spent $17 million dollars of her own savings. Her mother, Candy Spelling, confessed to paying her daughter’s bills and rent in 2016.