Intro
Jeremy Tan ran for Singapore Parliament as an independent, with no party behind him, and lost. He also took the highest vote share any independent has managed here in 53 years.
In this episode we get into what pushed him out of business and into politics, why he ran when he was fairly sure he would not win, and how he read the night the results came in. We also get into his case on the wealth gap here, where he thinks the next generation is headed once AI can do half the job, and what he tells the kids in his own family about picking work they will not come to hate. This is a conversation about running for something you do not expect to win, and about what he thinks the next generation is walking into.
Story Highlights
- The 2020 election as the spark. The government broke what he calls an unspoken rule and handed out direct COVID support, then called an election, and he watched a lot of that money stop at the bosses instead of reaching workers.
- GST climbing from seven to nine, which he calls a rude awakening for someone whose whole life is running businesses and growing a fund.
- Going through the government’s own statistics, the bankruptcies, the numbers, to check the everything-is-fine messaging against what the data actually said.
- The stat he built the campaign around: 5% of Singaporeans hold 30% of the wealth, because capital begets capital.
- Using Reddit and HardwareZone as a litmus test for where public anger actually sits, and how he reads who on there is a journalist, who is a ministry fishing for policy ideas, and who is just angry.
- The coordinated misinformation that showed up right when he was live on a rally or an interview.
- Reading election night through the entire opposition’s results rather than his own, knowing a different set of outcomes would have made independents look like a dead end.
- His pitch to younger Singaporeans: accountant, engineer, lawyer are skill sets, not identities, and the one-title-one-track life is over.
- The homework assignment that told him the system is already shifting. A cousin was asked to make a burnt, crisp note that Romeo might have written to Juliet, not to explain how the author felt.
Quote
“The idea that you hold one job and one job only, that’s not the way life works anymore.”
About Jeremy Tan
Jeremy Tan is a Singaporean entrepreneur who contested the 2025 general election as an independent in Mountbatten SMC, taking 36.16% of the vote against the PAP’s Gho Sze Kee. It was the strongest result for an independent candidate in Singapore since 1972. He built and sold a business before the campaign, listing himself as retired on his nomination papers, and now consults across retail, decentralized finance, and a pickleball tournament platform he is building. He has not ruled out running again. Find him on LinkedIn or at jeremytan.sg.
Why This Conversation Matters
Most election stories end at the result. Win and it was worth it, lose and it was not. Jeremy is harder to sort that way. He knew going in he probably would not take the seat, and he reads the outcome like a data point: against the whole opposition’s night, against what it means for the next independent who runs, against whether voters now treat independents as a real option. The 53-year number is the headline. The read underneath it is the reason to listen.
Turning Points
- The 2020 COVID election. Watching direct handouts go out and then stop before they reached the workers they were meant for, in a region with a large elderly population, moved running from an idea to a plan.
- Reading the government’s statistics himself and concluding the problem was structural: a government working in silos, and in silos of thought.
- Accepting he was not going to be PM or leader of the opposition, and deciding a single seat was still a contribution worth making.
- Election night, when he chose to measure his loss against the whole opposition’s results and saw how easily the story could have gone the other way for independents.
Key Lessons
- An independent result is a signal, not just a seat. He read his own numbers against the whole opposition’s night, and his point was that a strong showing makes independents a more normal option, both for voters and for whoever runs next.
- A job title is not an identity. He tells younger people that accountant, engineer and lawyer are skill sets, not final states, and that the ones who do well will run themselves like a small department rather than climb a single ladder.
- For juniors, branding beats tooling. His read is that the middle of the org chart is being cut fast, so a junior’s job is to become the person a trusted operator wants beside them, not just another competent AI user.
- Read the anger where it actually lives. He treats Reddit and HardwareZone as a way to gauge the tail end of public sentiment, the stuff that surfaces online well before it shows up at the ballot box.
- Comfort is the failure mode. His view is that the system built enough comfort that people stopped asking whether they could do things differently, and that saying so out loud is politically hard but closer to the truth.
If You Enjoyed This Episode
You might also like:
- Building a Ring Around the Planet with Rohit Jha, on running a Singapore deep-tech startup that beams internet with lasers, and making the numbers work while chasing something much bigger.
- Singapore F&B: Evolution, Adaptation, and Survival with Anthony Yeoh, on keeping a restaurant alive as the industry shifts under it, and why he thinks home-based food businesses are the new hawkers.










