5. Trouble the Maltese.
The so-called “Queen of Mean” may have not liked humans (or paying taxes!) very much, but Leona Helmsley sure did love her Maltese. After her death in 2007, the notorious hotel and real estate mogul left a trust valued at $12 million to her beloved Trouble, making the lap dog one of the wealthiest — and most famous — animals on the planet. Her estate was worth billions, and, though 2 of her 4 grandchildren didn’t make the cut, and the other two grandchildren received a measly $10 million, the estate bankrolled Trouble’s lavish lifestyle to the tune of $100,000 per year. So how on earth can you spend that much on a dog? Well, the bulk of it went to private security, $8,000 for grooming, and $1,200 for food. Trouble passed away in 2010, and the remainder of her trust went to charity.