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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. For more information on SGSHARE, check out www.sg60.gov.sg/care-and-share/ To make a donation, please visit giving.sg/sg60share Visit Shaping Hearts here: https://bit.ly/ShapingHeartsIG - The Daily Ketchup Podcast is powered by Rezt n Relax, Grey & Sanders and TakeASeat.sg. Get 10% off EVERYTHING at Grey & Sanders with 'WOODKETCHUP' at https://greyandsanders.com Get 5% OFF Storewide at TakeASeat.sg with 'TheDailyKetchup' at https://www.takeaseat.sg Discover sophisticated interior transformations with Rezt n Relax at www.reztnrelax.com Subscribe for more content like this: https://linktr.ee/dailyketchup We're also on Spotify: https://bit.ly/dailyketchupSpot If you have any stories to share, let us know here: https://forms.gle/XRRtnMG1w56M8yrFA For business/sponsorship enquiries: [email protected] Work with us : http://grvty.media/careers Be part of our projects : Stay tuned ;) ===== Follow Us On Our Socials • Facebook: / mosg.tv • Instagram: / dailyketchup • TikTok: / thedailyketchup • Website: https://mosg.tv Cast: • Daniel Lim / danlim11 • Alison Tan / alisonaliceally • Cheryl Hoe / cherylhoe • Raja / sirhotlaps Edited by: JiaJia 00:00 Intro 02:17 Why the Focus On The Rich? 03:35 Types of High Net Worth Clients 04:58 How Do People Find Her Services? 06:28 Why Do Rich People Want Matchmaking? 07:06 Professional Dating Head Hunter? 10:52 High Net Worth People Need the Hard Truth 12:08 What are First Dates like for the Rich? 14:30 How Does She Profile Clients? 15:28 Are Prenups Important to the Rich? 17:12 How is the Matching Process like? 19:23 Her POV of Indian Matching on Netflix 20:30 Business Model 22:10 Coaching Clients for their First Dates 23:46 Old People Deserve Romance too? 26:30 Emotional Healing for her clients 29:08 Men want Women who add value? 29:27 Is compatibility more important than chemistry? 31:46 Addressing Client's fear and safety 33:09 How to 'just be yourself' on a date 35:32 Does body count matter to the rich? 36:37 How to deal with 'bad' clients 38:36 New Money VS Old Money 39:57 How did she get into matchmaking? 43:00 The team behind matchmaking 44:23 Dating Tips 50:30 Outro