Isaac Ho fulfilled his parents' expectations and became a lawyer. But looking at the life his boss led, he decided to quit and become an entrepreneur. He talks to Crispina Robert and Edwin Yeo about that decision and how he's navigating AI.

Companion newsletter on ⁠Substack⁠

Find out more on our ⁠website⁠

Don Shiau spent years in conventional jobs before deciding to make a switch to create content online. He tells Crispina Robert and Edwin Yeo about his journey, about resisting AI and going viral during GE2025.

Companion newsletter on Substack

Find out more on our website

Adrian Tan, HR tech solopreneur talks candidly about what a year of heavy AI use did to his thinking — and the “silent retreat” reset that brought it back.

Companion newsletter on Substack

Find out more on our website

Yew Jin Lim grew up in the Singapore system but has lived his adult life in the US - working for Google as a software engineer. He left the company last year and chats with Crispina Robert and Edwin Yeo about why LLMs are a “stochastic parrot”, how he is adapting to a different life and why he is optimistic about the future.

Companion newsletter on Substack

Find out more on our website

Yew Jin Lim spent 18 years in Google and last year stepped off the grind. He tells Crispina Robert how he has to "de-condition" his mind and the value of living intentionally beyond material success.

It is a billion-dollar industry in Singapore and there is a range of classes getting students battle ready for exams. May Lee, founder of Edtivate Learning explains why she’s taking a different approach in her classes - which focus on values, asking good questions and creativity.

Companion newsletter on Substack

Find out more on our website

Resaro co-CEO April Chin left the Singapore civil service for the world of AI startups. In this episode, we talk about whose job it is to govern AI, what happens when human judgment gets outsourced to a chatbot, and why the line between what's real and fake is blurring.

Companion newsletter on Substack

Find out more on our website

Dr Benjamin Tee, an NUS professor and serial founder whose own struggle to have a child led him to co-found Hannah Life Technologies, talks about infertility and the anxieties of raising kids in an AI world.

Companion newsletter on Substack

Find out more on our website

Shery Chan calls herself the “risky techie” who simply said yes to every opportunity that came her way. Today, she works in a major bank and argues that people who can manage ambiguity and move between spaces are the ones who will make AI useful.

Companion newsletter on Substack

Find out more on our website

Yes, the terminator world is here. Meet Troy Yeo, 28, the co-founder of Pencil Labs, a workflow automation business. Troy walks (and lives and breathes) the agentic AI talk. 

Companion newsletter on Substack

Find out more on our website