Mark L. Clifford, "The Troublemaker: How Jimmy Lai Became a Billionaire, Hong Kong's Greatest Dissident, and China's Most Feared Critic" (Free Press, 2024)

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Recorded04 Nov 2025

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The extraordinary life story of the billionaire businessman Jimmy Lai, a leading Hong Kong democracy activist fighting for freedom of speech who became China’s most famous political prisoner. Jimmy Lai escaped mainland China when he was twelve years old, at the height of a famine that killed tens of millions. In Hong Kong, he hustled and often slept overnight on a table in a clothing factory where he did odd jobs. At twenty-one, he was running a factory. By his mid-twenties, he owned one and was supplying sweaters and shirts to some of the biggest brands in the United States, from Polo to The Limited. His ideas about retail led him to create Giordano in 1981, and with it “fast fashion.” But then came the 1989 democracy spring protests and the June 4th Tiananmen massacre. His reaction to the violence was to enter the media industry to push China toward more freedoms. He started a magazine, Next, to advocate for democracy in Hong Kong. Then, just two years before the city was to return to Chinese control, he founded the Apple Daily newspaper. Its mix of bold graphics, gossip, local news, and opposition to the Chinese Communist Party was an immediate hit. For more than two decades, Lai used Appleand Next as part of a personal push for democracy. A draconian new security law came into effect in Hong Kong in mid-2020, effectively making human rights advocacy and free speech a crime and censorship a fact. Lai was arrested and held without bail before being convicted on trumped-up charges. At the end of 2023, a lengthy national security trial, that could see him jailed for life, alleged “collusion with foreign forces” and printing seditious materials. China’s most famous political prisoner has been held in solitary confinement since December 2020, while his supporters and family continue the fight to have him freed. Mark L. Clifford, former editor-in-chief of the South China Morning Post and the Standard and President of The Committee for Freedom in Hong Kong Foundation, draws on his three-decade friendship with Lai to tell the inside story of Lai's activism and his bravery in standing up to China. Learn more about your ad choices. Visit megaphone.fm/adchoices Support our show by becoming a premium member! https://newbooksnetwork.supportingcast.fm/biography

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