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Hollywood is said to have little use for women over the age of 40. So it's a good thing Diahann Carroll defies expectations. She discusses her four marriages as well as her other relationships, including her flirtation with Sidney Poitier, racial politics in show business, and the human cost of being a pioneer, particularly to her family, with the knowledge that only aging gracefully can provide.

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Huguette Clark was a woman so reclusive that no new photograph of her had been seen in decades when she died at the age of 104. Despite having luxurious houses in California, New York, and Connecticut, she resided in a humble hospital room for the past 20 years, despite being in perfect health. What was the purpose? Was she in charge of her riches or was it in the hands of others?