In all, according to the lawyers, Redstone lavished about $150 million on Herzer and another former girlfriend, Sydney Holland. They were the primary beneficiaries of his trust and exercised “virtually unfettered” control over his money. Redstone is worth about $4.5 billion, according to the Bloomberg Billionaires Index.

Deception, Dishonesty

“She deceived him, he found out about, and he threw her out of the house. Period,” Redstone’s lawyers said. “It is not for the judiciary to decide whether Mr. Redstone’s reaction to her dishonesty was fair or appropriate.”

Redstone plans to seek to recover the $150 million from the two, said a person familiar with the matter who didn’t want to be identified because it wasn’t public.

In October, a lawyer for Redstone evicted Herzer from the billionaire’s mansion in the gated Los Angeles community of Beverly Park. Shortly after, she was replaced as health-care agent by Dauman and taken out of his estate plan. Herzer had been in line to receive $50 million upon Redstone’s death, along with the mansion valued at $20 million. In April, Shari Redstone assumed the role of health-care agent for her father.

Herzer, who describes herself as Redstone’s longtime friend, companion and caretaker, had lived with him since April 2013, together with then-girlfriend Holland. She dated Redstone from 1999 to 2001 and they have remained close, according to her petition. Redstone’s mental health declined rapidly after Holland, who had been unfaithful, left in August, according to Herzer.

The signs of Redstone’s deteriorating mental health include an obsession with eating steak, and failing to recall or understand why he can’t, Herzer said in her petition. Other signs include, “to the extent he can be understood,” wanting to have sex every day, she said. He appears “vacant, expressionless and out of touch with his surroundings,” according to Herzer.

‘Living Ghost’

Herzer claims Redstone was being manipulated by the people around him when he kicked her out of the house and that he has become a prisoner in his own home. She described him as a “living ghost.”

Shari Redstone has countered that her father’s health has improved since Herzer has been out of his life. Keryn Redstone, the daughter of Redstone’s estranged son Brent, has joined the case to support Herzer, arguing that the “tempestuous and difficult” relationship between her grandfather and Shari, her aunt, necessitates court protection.