August 25, 2025

#706 ft. Pritam Singh - Why SG’s Leader of Opposition Won’t Be PM & Dealing with Govt Scrutiny

1 hour 46 minutes

Leader of the Opposition Pritam Singh joins us after GE2025 to talk candidly about the Workers’ Party’s results, the challenges of opposition politics, and his role in Parliament. He explains why he doesn’t aspire to be Singapore’s Prime Minister, how WP balances ideals with pragmatism, and what the party stands for in the years ahead. We also cover hot-button issues like HDB pricing, constituency strategy, controversies within the party, and WP’s evolving stance on international conflicts. Beyond politics, Pritam opens up about fatherhood, family, and what truly excites him about Singapore’s future.

𝗢𝗻𝗲 𝗦𝗵𝗶𝗼𝗸 𝗧𝗵𝗶𝗻𝗴

Terence: The Handmaid's Tale | Final Season Trailer
Haresh: Better in Denim by Gap
Pritam: The Inner Ring by CS Lewis

𝗦𝘂𝗯𝘀𝗰𝗿𝗶𝗯𝗲 𝘁𝗼 𝗼𝘂𝗿 𝘄𝗲𝗲𝗸𝗹𝘆 𝗻𝗲𝘄𝘀𝗹𝗲𝘁𝘁𝗲𝗿 – "𝗬𝗼𝘂𝗿 𝗟𝗶𝘁𝘁𝗹𝗲 𝗕𝗶𝘁”
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(00:00) Folklory
(01:00) Intro
(02:30) Parliamentary Dynamics and Opposition Role
(04:42) Reflections on GE2025 and Political Strategy
(06:12) Manifesto and Future Elections
(13:57) Political Participation and Challenges
(15:41) How GE2025 Evolved Pritam Singh
(23:14) Why Pritam Doesn't Want to be PM
(25:20) Leadership and Vision
(28:55) Challenges in Politics
(29:40) Evolving Political Environment
(35:22) Retail Politics and Community Engagement
(41:31) Challenges in Opposition Recruiting
(45:14) Handling Conversations and Branding
(46:55) The Andre Low Telegram Controversy
(58:20) The Privileged Position of MPs
(59:33) Contentious International Issues
(01:07:03) Opposition's Approach to Issues
(01:14:04) Liberal and Woke Politics
(01:17:22) Personal Insights and Family Life
(01:23:15) Political Journey and Future
(01:38:00) One Shiok Thing