

Sang Shin: Startup Rebel, Investor Philosopher and Life in a Simulation – E615
Jeremy Au and Sang Shin trace Sang’s journey from a privileged childhood in the Philippines to his evolution as an entrepreneur, investor, and philosopher. They unpack the pivotal moments that shaped his outlook, the hard lessons from building a privacy-first startup that challenged big tech, and his creation of Fafty, a belief system grounded in the idea that life is a simulation and the true goal is to elevate personal existence. Their conversation weaves together stories of youthful awakening, the realities of startups and investing, and reflections on AI, religion, and parenting as forces that guide self-transformation.
02:00 A street encounter in high school sparked gratitude and change: Seeing a boy his age pushing a cart barefoot on hot asphalt made Sang realize his privilege. He cut his hair as a symbolic reset, faced teasing and rumors at school, and used the experience as fuel to work harder, eventually earning straight As and getting into a good college.
08:35 Chose environmental science and economics at Tufts University to understand the conflict between economy and ecology: Realized there was no silver bullet to solving environmental problems and pivoted toward technology during the early internet era. Self-taught web skills allowed him to compete in a new field where there was no entrenched expertise.
16:52 Built a privacy-focused ad tech startup to give users control over their data: The product let people opt out of ad networks or opt in to get paid directly by advertisers. It went viral with millions of downloads but was later banned by Apple, which also revoked Sang’s developer access. This taught him the lesson that money always wins.
21:08 Moved to Singapore in 2016 believing the US had peaked: Saw Southeast Asia as an emerging startup hub and wanted to help founders and grow the entrepreneurial ecosystem from the investor side.
24:35 Realized startups are another kind of rat race: Founders still face systems, funding stages, boards, and oversight similar to corporate hierarchies, challenging the idea of full autonomy.
27:28 Created Fafty, a belief system rejecting centralization and canonization: Based on the belief that reality is a simulation, it encourages people to respawn as a fully conscious player rather than an NPC, gaining control over impulses and actions instead of following programmed behavior.
45:28 Parenthood and training AI shaped his views on intelligence and consciousness: Observed parallels in how his children and AI models learn but emphasized that AI lacks qualia, the subjective experience of sensations like sweetness or pain.
Watch, listen or read the full insight at https://www.bravesea.com/blog/sang-shin-inside-the-simulation
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