After decades of overwhelming political domination by the People's Action Party (PAP), Singapore has entered a phase of political transition. It started with the loss of a Group Representation Constituency (GRC) in the 2011 general election (GE2011). After a huge rebound in the fortunes of the PAP in the 2015 general election following the death of founding Prime Minister Lee Kuan Yew, the transition resumed in the 2020 general election with the loss of yet another GRC. This book looks at the Workers' Party, Singapore's leading opposition party, through the eyes of Yee Jenn Jong, former Non-constituency Member of Parliament and Central Executive Committee member of the party. Jenn Jong took an unexpected leap into opposition politics just weeks before GE2011 and came out with a narrow loss of just one percent of the popular votes. In this book, he recounts his three contests in the general elections from 2011–2020, parliamentary work, and other activities in opposition politics. This book hopes to let readers better understand the nature of the work by opposition politicians in Singapore, which has been dominated by the PAP's narrative since 1959. The author also shares his thoughts on the shape of Singapore's politics going forward. © 2021 by Yee Jenn Jong. Published in paper format in Singapore by World Scientific Publishing, recorded by Storyside 2021.