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Matchmaking

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Love Quiz

Ancient Wisdom

Singapore

Asian Matchmaker in Singapore

Bespoke, Cross-Border Matchmaking for Singapore's Professionals

Cassindy Chao Featured In


Cassindy Chao Featured In


Cassindy Chao Featured In

Begin Your Journey

Bespoke Intention & Lasting Love

Not ready to speak directly?

Begin Your Journey

Bespoke Intention & Lasting Love

Not ready to speak directly?

What a Goldman Sachs Banker Learned About Love | Matchmaker Cassindy at GMF

AWM Love brings bespoke, cross-border matchmaking to Singapore’s professionals and UHNW singles — across the CBD, Orchard, Bukit Timah, Sentosa Cove and the East Coast. Not an agency and not a database subscription: a single matchmaker, a limited client list, and introductions that reach across Singapore, Hong Kong, and the United States. My clients come from every background, and cross-cultural matches are a core part of what I do here.

Why Singapore Is Part Of My Practice

Singapore has been part of my world for as long as Hong Kong has. During my seven years in Hong Kong as a Goldman Sachs banker, Singapore was the other pole of the region — colleagues moved between the two constantly, and many of the people I knew then have since settled here. That movement never stopped, and a meaningful share of my Hong Kong clients live between the two cities today.

I am co-President of the Wellesley Asian Alumnae Alliance and we are the largest alumnae organization of Wellesley College. As such, we have members all over the world. I have spent extensive time in Singapore and visit there regularly to chat and meet with clients. One of my more recent clients was a Chinese private equity executive.

Credentials

I’m a third-generation Chinese matchmaker (紅娘) and a former Goldman Sachs and JP Morgan investment banker. I’ve been featured in Business Insider, NBC News Daily, and ABC News. I bring both the ancient wisdom of the 紅娘 tradition and a very modern understanding of the lives my clients actually lead.

Who I Work With In Singapore

It All Starts With Learning About You and….Who You’d Love to Meet.

My Singapore clients are bankers and fund managers, family office principals, founders, lawyers, physicians and senior executives — Singaporean, regional, and expatriate. Many move between Singapore, Hong Kong, London and the United States. A number are returnees who studied abroad and came home to a social world that had moved on without them. They value discretion enormously, and most have already tried the local agencies.

Not all of my clients are Asian, and in Singapore that hardly needs saying. Many are expatriates and internationally mobile professionals who want a partner comfortable in more than one world. Finding someone who genuinely moves between cultures is often the entire brief, and it’s what my network is built for.

Why Dating Here Is Harder Than It Should Be

The agency model doesn’t fit this client. Singapore has a well-developed dating agency market built around volume, packages and shared databases. It works for some people. For senior professionals who need genuine discretion and a match drawn from a comparable world, it usually doesn’t.

The professional world here is small and closely connected. Word travels. Being seen to be looking carries a social cost that people in larger cities don’t have to weigh, which pushes a lot of accomplished singles into doing nothing at all.

Ambition is regional, not local. Your career may take you to Hong Kong, London or New York. A local-only search doesn’t account for that, and neither do most local agencies.

Family expectations arrive early and stay. Across Singaporean Chinese, Indian and Malay families alike, there is often real and sustained interest in when this is going to happen. That pressure deserves to be handled thoughtfully rather than ignored.

Let’s Find You Your Partner

SAN FRANCISCO MATCHMAKING

What a Goldman Sachs Banker Learned About Love | Matchmaker Cassindy at GMF

Client Success Story

We worked with a Chinese private equity executive on an extensive 3-city search - London, Singapore, and New York. His home base was Singapore on Sentosa Island. He was keen to not attract people who only knew about his business. When we interviewed him to learn about what he was seeking as a partner. He was very keen to find a woman who was equally beautiful inside and out but also very down-to-earth and would be thoughtful with his own family and parents. His match - after many dates - was a doctor from Taipei. She is knowledgeable, attractive and immensely helpful with his family and parents

Singapore skyline reflected across a garden pond

FAQs

How is this different from a Singapore dating agency?

Agencies run on volume — a package, a coordinator, a shared pool of members, and a process that has to work the same way for everyone in it. I take a limited number of clients and personally run each search. You work with me rather than an account manager, and your matches are found for you rather than filtered out of a database you've been added to.

How is this different from a Singapore dating agency?

Agencies run on volume — a package, a coordinator, a shared pool of members, and a process that has to work the same way for everyone in it. I take a limited number of clients and personally run each search. You work with me rather than an account manager, and your matches are found for you rather than filtered out of a database you've been added to.

Can you work with me in Singapore if you're based in the US?

Yes. I lived and worked in Asia for seven years and I work across time zones routinely. Much of the consultation and curation happens by video, and my network spans Singapore, Hong Kong, and the United States. For clients who move between those worlds, that reach is the point.

Can you work with me in Singapore if you're based in the US?

Yes. I lived and worked in Asia for seven years and I work across time zones routinely. Much of the consultation and curation happens by video, and my network spans Singapore, Hong Kong, and the United States. For clients who move between those worlds, that reach is the point.

I want to meet someone who understands both Asia and the West. Can you do that?

That is genuinely the centre of my practice. A large share of my clients live between cultures — educated abroad, working in Asia, or the reverse — and finding someone who moves comfortably in both worlds is one of the hardest things to do through any local channel. My network is built precisely across that divide.

I want to meet someone who understands both Asia and the West. Can you do that?

That is genuinely the centre of my practice. A large share of my clients live between cultures — educated abroad, working in Asia, or the reverse — and finding someone who moves comfortably in both worlds is one of the hardest things to do through any local channel. My network is built precisely across that divide.

How private is this in a city this small?

Entirely. Nothing about you is listed, posted, or searchable, and I don't share your name with a potential match until there's a real reason to. In a professional community as interconnected as Singapore's, that discretion is usually the whole reason to work this way.

How private is this in a city this small?

Entirely. Nothing about you is listed, posted, or searchable, and I don't share your name with a potential match until there's a real reason to. In a professional community as interconnected as Singapore's, that discretion is usually the whole reason to work this way.

How much does a matchmaker in Singapore cost?

It depends on the service and the scope of the search. VIP matchmaking is a bespoke, high-touch engagement; date coaching is a lighter option for people who want guidance rather than full-service introductions. The best next step is a free intro call, where I'll walk you through what fits your situation in Singapore.

How much does a matchmaker in Singapore cost?

It depends on the service and the scope of the search. VIP matchmaking is a bespoke, high-touch engagement; date coaching is a lighter option for people who want guidance rather than full-service introductions. The best next step is a free intro call, where I'll walk you through what fits your situation in Singapore.

I'm not Asian. Would I be a fit for your practice?

Very possibly. A good number of my clients aren't — often people whose lives already cross cultures: who've lived or worked in Asia, whose careers are international, or who simply found that the life they want looks like this. What matters to me isn't your background. It's whether you're genuinely curious about someone else's, and whether you're serious about building something lasting. If you're looking for a type, I'm not the right matchmaker. If you're looking for a person, let's talk. Singapore is built on this. A large share of my clients here already live between cultures, and finding a partner who does the same is often the entire brief.

I'm not Asian. Would I be a fit for your practice?

Very possibly. A good number of my clients aren't — often people whose lives already cross cultures: who've lived or worked in Asia, whose careers are international, or who simply found that the life they want looks like this. What matters to me isn't your background. It's whether you're genuinely curious about someone else's, and whether you're serious about building something lasting. If you're looking for a type, I'm not the right matchmaker. If you're looking for a person, let's talk. Singapore is built on this. A large share of my clients here already live between cultures, and finding a partner who does the same is often the entire brief.

Do you only work with Asian clients?

No — and the name describes me, not a restriction on my clients. I'm a third-generation Chinese matchmaker (紅娘), and that lineage shapes how I work: I take family, culture, and long-term compatibility seriously in a way most matchmakers don't. But my clients come from every background, and a meaningful share of my matches are cross-cultural. What my clients have in common isn't ethnicity. It's that they're serious about finding a life partner.

Do you only work with Asian clients?

No — and the name describes me, not a restriction on my clients. I'm a third-generation Chinese matchmaker (紅娘), and that lineage shapes how I work: I take family, culture, and long-term compatibility seriously in a way most matchmakers don't. But my clients come from every background, and a meaningful share of my matches are cross-cultural. What my clients have in common isn't ethnicity. It's that they're serious about finding a life partner.

A PRIVATE NEXT STEP

A PRIVATE NEXT STEP

Still deciding?

My background is unusual — third-generation 紅娘, Goldman Sachs and J.P. Morgan, Wellesley, and over 20 years of doing this. It's also what makes me good at the specific thing I do, which is connecting exceptional people. But being effective isn't enough on its own. There has to be fit, and there has to be care. If you don't feel that when we talk, I'd rather you know it early — and so would I. The first call is free, and it goes both ways.

Years of setting up Great Dates

Matchmaking Testimonials

Cassie has been a matchmaker since her college days at Wellesley. She helped me identify my now husband. He is my one true love. He understands, accepts, and celebrates me. Without her sage advice, I would not be married today.

S.C. & M.D.

Matched Couple

Married

Getting married during the pandemic was an adjustment and we made it work. Now you can add another success story to your list!

P.L. & R.S.

Matched Couple

Married

Our backgrounds were very similar, and we had a lot in common, yet we would not have met without her nudge. We fell in love the day we first met and we’ve been married ever since. Cassindy is our trusted friend for life!

K.S. & B.N.

Matched Couple

Married

  • Cassie has been a matchmaker since her college days at Wellesley. She helped me identify my now husband. He is my one true love. He understands, accepts, and celebrates me. Without her sage advice, I would not be married today.

    S.C. & M.D.

    Matched Couple

    Married

  • Getting married during the pandemic was an adjustment and we made it work. Now you can add another success story to your list!

    P.L. & R.S.

    Matched Couple

    Married

  • Our backgrounds were very similar, and we had a lot in common, yet we would not have met without her nudge. We fell in love the day we first met and we’ve been married ever since. Cassindy is our trusted friend for life!

    K.S. & B.N.

    Matched Couple

    Married

Featured In

NBC News Daily — Oct 2025
Everybody needs to have a dating portfolio

NBC News Daily — Oct 2025 Everybody needs to have a dating portfolio

Business Insider — How a Goldman Sachs Banker Became One of America’s Top Asian Matchmakers

NEWSNATION — Feb 2026 — We need to be open to meeting someone special

10+

Years of setting up Great Dates

Years of setting up Great Dates

40+

Events & Gatherings

Events & Gatherings

Events & Gatherings

60+

Happily Ever Afters

Happily Ever Afters

Happily Ever Afters

Our Services

Luxury Matchmaking Services

Luxury Matchmaking Services

Signature Service

Date Concierge

Get dating strategies and solutions to help improve your success. Ideal for post-divorce or difficult break-up situations, and unsuccessful dating patterns.

Personalised Strategy Sessions

Dating Profile Refinement

Ongoing Coaching & Support

Premier Service

VIP Matchmaking

Our premier service offers quality bespoke introductions. In-depth and personalized process requires our dedication and resources on behalf of our clients.

Curated Bespoke Introductions

Curated Bespoke Introductions

Dedicated Matchmaker Relationship

Dedicated Matchmaker Relationship

Comprehensive Compatibility Review

Comprehensive Compatibility Review

Begin your journey to a meaningful and lasting connection

Begin your journey to a meaningful and lasting connection

A PRIVATE NEXT STEP

A PRIVATE NEXT STEP

Ready to make room for someone remarkable?

Ready to make room for someone remarkable?

We help our clients find extraordinary matches and often move beyond old expectations, stereotypes, habits and blockers and make sure they are ready for their last (and best) relationship.

We help our clients find extraordinary matches and often move beyond old expectations, stereotypes, habits and blockers and make sure they are ready for their last (and best) relationship.

You must be at least eighteen (18) years of age to access or use AWM Love ("Service"). By using the Service, you represent and warrant that you are at least 18 years old and have the legal capacity to enter into this agreement.

You must be at least eighteen (18) years of age to access or use AWM Love ("Service"). By using the Service, you represent and warrant that you are at least 18 years old and have the legal capacity to enter into this agreement.

You must be at least eighteen (18) years of age to access or use AWM Love (“Service”). By using the Service, you represent and warrant that you are at least 18 years old and have the legal capacity to enter into this agreement.

You must be at least eighteen (18) years of age to access or use AWM Love (“Service”). By using the Service, you represent and warrant that you are at least 18 years old and have the legal capacity to enter into this agreement.