Singapore held its general elections in July 2020 amidst the ongoing COVID-19 global pandemic. The long dominant People’s Action Party (PAP) performance was ostensibly a serious setback for the ruling party. It garnered about 61.2% of the vote share, its third-worst performance ever in the history of Singapore’s post-independence elections. The Workers’ Party (WP), hitherto the largest opposition party in parliament, won another group representative constituency for a total of ten fully elected Members of Parliament – the largest number of fully elected opposition MPs ever in post-independent Singapore. These results were born from a particularly unusual set of circumstances surrounding the electoral campaign. For the first time ever, physical rallies were banned and parties took to the online sphere enthusiastically to campaign for votes. Key contentious campaign topics included the fragility of the PAP’s inter-generational leadership transition, widening income inequality, interethnic tensions, and inter-generational divides towards the proper conduct of politics. This roundtable offers an important opportunity for a diverse group of scholars to share their expertise on Singapore’s politics, and to consider the election’s implications for the country’s future political development, regional politics, and electoral autocracies in general. Lily Rahim, Professor of Global Studies at Monash University Malaysia, specializes in authoritarian governance, democratization, and minority rights in Singapore and Southeast Asia. She will explore the significance of the elections on interethnic relations, socio-economic inequality, and migration. Elvin Ong, Overseas Postdoctoral Fellow at the National University of Singapore, studies opposition parties and coalition formation. He will discuss opposition party behavior and assess the performance of the various opposition parties. Kirsten Han, independent Singaporean journalist and activist, writes and researches on a range of topics related to politics in Singapore and Southeast Asia. She curates We, The Citizens, a weekly email newsletter that covers Singaporean politics. Steven Oliver, Assistant Professor at Yale-NUS College, researches voting behavior in Southeast Asia. He will discuss the main determinants of the Singaporean electorate’s vote choices. Kai Ostwald, Director, Centre for Southeast Asia Research, University of British Columbia, researches elections and inter-ethnic relations in Southeast Asia, and will chair/moderate the roundtable.