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The Daily Ketchup

Inside Singapore’s Secret World of Billionaire Matchmaking

Ep. 439
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What do inheritance clauses, anxious-avoidant pairings, love languages, and luxury first dates have in common? They’re all part of the intricate (and occasionally outrageous) world of high-net-worth matchmaking, where high standards (and even higher net worths) collide with the very real emotional complexities of modern love. When money isn’t the problem, what is?


In today’s episode of The Daily Ketchup, we sit down with Anisa Hassan — veteran CNA news presenter, bold entrepreneur, and one of Asia’s top matchmakers — to unpack what love looks like when Ferraris, family pressure, and strategic compatibility are all on the table. We dive into the surprising emotional needs of billionaires to what kills even the most promising matches, this episode pulls back the curtain on curated connection in all its messy, modern complexity.

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