Jimmy Lai has worn many hats in Hong Kong. As a preteen, he was a refugee fleeing the Communist mainland. He’s been an odd-job factory worker, a successful businessman, a media mogul, and one of Hong Kong’s loudest voices against encroaching control from Beijing. And now, he’s one of the highest-profile figures arrested under the new national security law – a bellwether for where China’s crackdown, and the pro-democracy movement, go from here. But Mr. Lai himself isn’t going anywhere. A billionaire and British citizen, he could have left Hong Kong for a life in exile, friends and acquaintances say. He stayed. On Friday, he was sentenced to 14 months behind bars for taking part in two protests in 2019, during a mass movement to maintain and expand Hong Kong’s autonomy. The same day, his trial began for alleged violations of the sweeping national security law, which could see him jailed for life.