The Jobless Club: How They Are Building Their Way Out of Corporate Rat Race [Chills 271 ft Jobless Club]

Three Singaporean software engineers. One target: $30,000 monthly recurring revenue. One end goal: retire in Chiang Mai.

Meet the Jobless Club — Sean, Joseph, and Jonas — a trio of full-time engineers spending their nights and weekends building side businesses that could free them from the corporate grind. Their bet against the lone-wolf indie hacker model? Three founders are more sustainable than one. They've already turned a knife sharpening side hustle into S$16K in revenue, killed off projects that didn't pay (a Be Real-style Telegram bot, an NUS matching tool), and built a quarterly framework that splits real work from real fun.

Reggie sits down with two of the three to break down their playbook: how they pick projects, when they kill them, why they meet weekly, and what "jobless" actually means when you're working harder than ever.

If you've ever fantasised about quitting your day job — this is what disciplined escape looks like.

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