The problem is that winning that much money will make anybody a target, because being a target only requires that somebody take aim at you. People will take aim for two reasons. One is that they think you're an easy target, and the other is that they think you have deep pockets. I'm sure Jack was a target long before he won the money, just because he was an easy target. The money just made him an easy target with very deep pockets.
Money changes people, and you can be sued for anything. I've got no way of knowing if Jack did what he's been accused of, but I don't doubt that there are plenty of people who would accuse me of things I didn't do, or try to take advantage in some other way in an effort to collect some money. They aren't people I know or spend time with, but if you win a big jackpot your chances of encountering people like that will go up. Jack could have been a choir boy, but simply being seen once in the supermarket could give somebody the chance to claim he had assaulted them. With Jack I'm guessing a jury would find it easier to believe the accuser more readily than they would believe them if the claim was about most of the people here, but winning increases your chances that a jury will be deciding who to believe.