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Sylvester Wee is a Partner at Sentinel Global, a New York–based, Singapore-anchored venture fund that leads a $200M+ vehicle backing frontier enterprise technologies. At Sentinel, he focuses on enterprise AI, fintech, cybersecurity, programmable finance, and next-gen infrastructure partnering with Series-A and growth teams that demonstrate strong product-market fit and a clear path to commercializing with regulated customers.

Before joining Sentinel, Sylvester founded ChrysCard, a U.S.-focused fintech that built alternative credit underwriting and mobile-first financial products to expand access for underserved consumers; ChrysCard was recognized as a winner of the CB Insights FinTech Global Innovation Challenge. Prior to his entrepreneurship, he invested across growth equity and venture at GIC, Singapore’s sovereign wealth fund, where he participated in deploying over $1B across global technology and financial services companies.

Sylvester’s leadership and resilience trace back to competitive sport and military service. He served as an Artillery Officer in the Singapore Armed Forces. Lleading battalion operations and more than 200 personnel, and earning the Sword of Merit—and competed internationally as Singapore’s top-ranked tennis player, representing the country in the Davis Cup and Australian Open Juniors. Those experiences inform his founder-first, execution-oriented approach to scaling high-impact enterprise companies.

He holds an MBA from Harvard Business School and a B.S. in Economics from The Wharton School.

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130 episodes