This ebook will address the political uncertainties of Hong Kong since the Occupy Central Movement (also known as the Umbrella Movement). The Movement was aimed at forcing the Hong Kong and Chinese governments to install a genuine democratic process for electing the Chief Executive of Hong Kong so as to avoid the economic and social disorder caused by massive protests and the occupation of the main central business districts, from September to December 2014. Politics in Hong Kong has become more uncertain since the Occupy Central Movement period, and the political landscape has been transformed owing to the following changes brought about indirectly and directly by the Movement. The Movement brought about a new style of radical political participation, nurtured an alienated political culture, strengthened civil society and gave Hong Kong citizens the chance to reflect profoundly on the prioritization of different core values (genuine democracy, social stability and economic prosperity) and Hong Kong's relationship with the mainland under the "one country, two systems" policy. The political uncertainties and the changing political landscape in Hong Kong are examined in this ebook from different aspects. The civil disobedience movement, the anti-mainland protests, the role of the youth, voting behavior in the 2015 District Council elections, the unity of the pan-democratic camp, and the problems of "one country, two systems" are all discussed. This ebook will highlight the political journey and the roadmap for Hong Kong 20 years after Hong Kong's return to China.