Matchmaking
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Ancient Wisdom

Publications

Matchmaking

Services

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Love Quiz

Ancient Wisdom

Publications

Matchmaking

Services

Events

Love Quiz

Ancient Wisdom

BOSTON

Asian Matchmaker in Boston

Matchmaking for Boston's Academics, Founders & 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 offers personal, thoughtful Asian matchmaking for high-achieving singles across Greater Boston — from Back Bay and Beacon Hill to Cambridge, Brookline, and out to Wellesley and beyond. Curated introductions for educated, intentional people who are serious about finding a real partner, not another swipe.

Why Boston is personal for me

Boston is where a lot of this began for me. I went to Wellesley College, just west of the city, and it's where I first started introducing people to each other — friends still tease me that I've been matchmaking since my college days. I still have deep roots here: a whole network of Wellesley alumnae, and MIT friends, and the kind of friendships that last decades and have been profoundly impactful to me. I return to Wellesley regularly and serve as co-President of one of the largest alumnae organizations at Wellesley and it's meaningful to me.

Credentials Line

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 modern understanding of the lives my clients actually lead.

Let’s Find You Your Partner

Who I work with in Boston

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

Boston runs on intelligence and a strong entrepreneurial spirit. My clients here are tech executives physicians and researchers, biotech and hospital leaders, founders, lawyers, and finance professionals — many tied to the universities and teaching hospitals that define this city. They're often first- or second-generation, with parents who ask (lovingly, persistently) about their relationships. I understand that world completely and offer tactical effective solutions for my clients.

Why dating here is hared than it should be

  • The city empties and refills every year. Boston is a college town at heart — brilliant people arrive, study, and often move on. That transience makes it genuinely hard to build something lasting.

  • Your world is your department, your lab, your firm. The same structural trap: your social circle is your colleagues, and dating inside your own institution is complicated at best.

  • Everyone's heads-down, and the winters are long. It's easy to go quiet for a semester — or a decade — and look up to realize your circle never widened past work.

  • The skills that made you successful don't translate. You're rigorous, you optimize, you have high standards. That built your career. A partnership runs on patience, emotional availability, and a willingness to be influenced — and there's no framework for that.

SAN FRANCISCO MATCHMAKING

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

Client Success Story

One of my earliest successes was SC & MD who says - “she helped me identify my now husband”. She was a successful attorney yet sublimating her own personality to fit in. As we evolve, it's often some unlocking involved and her then boyfriend really wanted her to be that bold and bright person and not to dim her own shine.

That was the sign of a true keeper. But it was interesting as the block was not him, but her and her own transformation and evolution to develop the most important relationship which was with herself. As she strengthened her own resolve and allowed her own voice to shine, her attractiveness rose and they eventually got back together and were married in a lovely old home in Boston.

Just last year, we introduced a tech executive who had worked tirelessly to build his growing businesses and had neglected his own dating needs. He was a touch bashful too. After a few starter dates, we found the one for him. Despite coming from very different backgrounds, she came from a creative background and was a known celebrity - and he was more a tech executive. What worked was that they shared a bond of an incredible work ethic, determination and trust in each other. Our team loved seeing their relationship and trust grow.

It made us grab a handkerchief when he called to ask about what should he bring when he was going to visit her parents for holiday dinner! We loved that they were making it official.

FAQs

Do you serve Cambridge and the suburbs?

Do you work with people connected to the universities?

How much does an Asian matchmaker in Boston cost?

Do you only work with Asian clients?

What does working with you actually look like?

I've been so focused on my career that I've barely dated — is that a problem?

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

“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

“I recommend this for anyone seeking to foster meaningful, long-lasting connections in the age of cell phones and social media.”

F.R.

Community Partner

Little Tokyo, LA

“Cassindy helped us to run a terrific program for bringing local business leaders together in Los Angeles Little Tokyo and had the audience building new and meaningful connections. She cares about community building.”

Kevin C

Coaching Client

In a Relationship

  • “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

  • “I recommend this for anyone seeking to foster meaningful, long-lasting connections in the age of cell phones and social media.”

    F.R.

    Community Partner

    Little Tokyo, LA

  • “Cassindy helped us to run a terrific program for bringing local business leaders together in Los Angeles Little Tokyo and had the audience building new and meaningful connections. She cares about community building.”

    Kevin C

    Coaching Client

    In a Relationship

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

Coming soon: LA Cocktail Mixer

LA Cocktail Mixer

Studio City LA

Coming soon. Visit our events page for announcements, dates, and RSVP details.

Coming soon: LA Business Mixer

LA Business Mixer

Location to be announced

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

Coming soon: NYC Rooftop Cocktail Mixer

Summer AAPI Happy Hour Mixer

MADE Hotel NYC

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.