Matchmaking
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Ancient Wisdom

Publications

Matchmaking

Services

Events

Love Quiz

Ancient Wisdom

Publications

Matchmaking

Services

Events

Love Quiz

Ancient Wisdom

NEW YORK

Asian Matchmaker in New York City

Best Matchmaking for New York 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 is New York City’s premier Asian matchmaking service, specializing in curated introductions for executives, finance professionals, entrepreneurs, and UHNW singles across Manhattan, Brooklyn, and the Tri-State Area. We bring a high-touch, deeply personal approach to every introduction — no algorithms, no public profiles, no swiping.

Looking for the best Asian matchmaker in New York? Cassindy Chao and her team at Ancient Wisdom Modern Love serve successful singles across Manhattan, Brooklyn, Queens, and beyond — helping you find meaningful, lasting relationships. We don’t just plan dates; we create introductions that lead to love, commitment, and thriving partnerships. Are you ready to meet your match?

Our NYC Matchmaking Process

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

Ancient Wisdom Modern Love (AWML) is not your grandmother’s matchmaker. We aren’t here to “arrange” a marriage or match two families or find you a merely “suitable” prospect. Our goal is your goal – to find you a deep connection leading to a vibrant relationship where both people thrive — to find “the One” for you.

Born in New York, I’m a former Goldman Sachs and JP Morgan Securities investment banker who has been connecting great people since my college days. My own finance career started in Manhattan and I worked long hours, so I understand where many of my clients are coming from — that drive, that focus, the ambition. Our focus areas are UHNW and educated, ambitious professionals.

Learning about your personal and dating goals helps us to find the right people for you. Every engagement begins with a private, in-depth consultation. We take the time to understand not just what you’re looking for, but who you are — your values, your lifestyle, your long-term vision. From there, we handcraft each introduction personally, drawing on our curated network of exceptional singles.

Who I work with in New York

We work regularly with the best people in New York — Manhattan, Brooklyn and beyond. And often they are busy: they work in finance, tech, law, medicine, and their time matters.

Why dating in New York is harder than it should be

The hours own you. Finance, law, medicine, tech — the calendar is not yours. You are not going to meet your person at 9pm on a Thursday when you’re still at the desk, and the weekend gets spent recovering. That’s not a discipline problem. It’s a structural one.

The city gives you volume, not depth. There are millions of single people within a few subway stops. That should make this easy — it doesn’t. Endless options make everyone feel replaceable, and it is very easy to spend three years dating constantly and building nothing.

Your borough is a bubble. People say “New York” and mean a twenty-block radius plus the two neighborhoods their friends live in. Someone on the Upper East Side and someone in Fort Greene are thirty minutes and two different lives apart.

You’re evaluating instead of connecting. The skills that built your career — the metrics, the diligence, the interviewing — actually work against you here. Trust, feelings and laughter should not be constantly evaluated and tested. Our job is to do some of that thinking for you, so you can just show up.


SAN FRANCISCO MATCHMAKING

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

Client Success Story

One of our favorite clients overthought his way out of every match.

He is a leading finance executive, and the overthinking blocked him from finding someone special. Over time, and after meeting dates, he trusted our team more and more to do a little of the thinking on date selections and let us surprise him.

He’s great at metrics, numbers, strategies and even interviewing at work — but those same assets and acumen actually hurt him in dating well, and kept him from seeing the many facets of his date. Fortunately, he let go and found joy in meeting a woman. They went out — not the typical coffee or drinks, but a picnic. She was a little different than his typical date, and they’re still dating, so we will be checking in soon!

Why This Perspective Matters

I’m married (over two decades) with three young adults — and yes, as a former JP Morgan and Goldman Sachs banker I’ve had a terrific finance career, but the skills for building a partnership, a family, a marriage are quite different. Patience, humor, teamwork, responsibility and optimism — those factors matter.

My team and I are at the intersection of meeting so many single people — young and old — and the data and experience matter when we help find partners for our clients.

Serving All of New York City and the Tri-State Area

My clients span Manhattan, Brooklyn, Queens, and out into the Tri-State — from the Upper East Side to Greenwich. I’ve hosted events at the Penn Club and around the city, and I work with people who live and date across all of New York.

FAQs

Do you only work with Asian clients?

Do you only work in Manhattan?

What does a matchmaker in New York City cost?

Where do your matches come from?

How long before I meet someone?

I've already worked with a matchmaking agency in New York. How is this different?

I've been handling this on my own. Why bring in a matchmaker now?

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 35 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

“She highlights the importance of understanding our own values and the essence of showing up as our authentic selves on dates…”

D.C.

Matched Couple

Married

“...insightful wisdom which helps open your perspective on relationships and life, and appreciate others for who and where they are in their life stage.”

J.Y.

Matched Couple

Married

"Cassindy 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

  • “She highlights the importance of understanding our own values and the essence of showing up as our authentic selves on dates…”

    D.C.

    Matched Couple

    Married

  • “...insightful wisdom which helps open your perspective on relationships and life, and appreciate others for who and where they are in their life stage.”

    J.Y.

    Matched Couple

    Married

  • "Cassindy 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

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

Gatherings

Matchmaker Cassindy Mahjong and Dumpling

Dumpling and Mahjong

Piedmont, CA

Come join us for a fun afternoon of dumpling making and mingling while playing Mahjong! Email us at hello@awmlove.com to be added to our waitlist

Dating Mixer by Cassindy Chao x Coffee Meets Bagel

Sorry Not Sorry LA

This events have already taken place. Thanks to everyone who joined us in 2025!

Summer Dating Social

Sakura Bistro SF

This events have already taken place. Thanks to everyone who joined us in 2025!

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.