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

SAN FRANCISCO & BAY AREA

San Francisco Matchmaker for Asian Professionals

Private, screened introductions for accomplished 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 a San Francisco matchmaker for accomplished Asian and Asian American professionals, offering private, screened introductions across the Bay Area. Whether youโ€™re in SoMa, the Peninsula, the East Bay, or Silicon Valley, we bring the same intentional, caring approach to every introduction for you. This is where I raised my children to young adults, and where my community matters โ€” I run a local mahjong social group with over 60 members and host dating and networking events in San Francisco, Palo Alto, Cupertino and Oakland.

Founded by Cassindy Chao โ€” a third-generation Chinese matchmaker, former Goldman Sachs and JP Morgan investment banker โ€” AWM Love draws on years of matchmaking experience and the ancient wisdom of the Chinese ็ด…ๅจ˜ tradition. Cassindy has been featured in Business Insider, NBC News Daily, and ABC News.

She lives in the East Bay with her husband of over 28 years and is launching their three young adults.

Our San Francisco Matchmaking Process

It All Starts With Learning About You andโ€ฆ.Who Youโ€™d Love to Meet.

Ancient Wisdom Modern Love (AWM Love) is not your grandmotherโ€™s matchmaker. We arenโ€™t here to โ€œarrangeโ€ a marriage or match two families or find you a merely โ€œsuitableโ€ prospect. Our goal is your goal โ€“ to find you a deep connection leading to a vibrant relationship where both people thrive โ€” to find โ€œthe Oneโ€ for you.

We begin with a private consultation to understand who you are and what youโ€™re genuinely looking for. From there, we handcraft each introduction โ€” no algorithms, no swiping, no public profiles. Every match is personally selected by Cassindy and her team, drawing on our network of exceptional singles across San Francisco, the Bay Area, Los Angeles, and New York.

Who I work with in the Bay Area

My Bay Area clients are founders, developers, partners, doctors, educators and VCs. They are all incredibly good at their jobs. They are smart, impatient and 100% sincere. Much like my own family of scientists and engineers. Theyโ€™ve built and optimized so much โ€” when itโ€™s time for finding their partner, they are ready to meet their matches.

Why dating is harder here than it should be

Your entire social circle is your coworkers. The hours are long, builds are intense. Teamwork is great and sometimes there are relationships, but often the dating pool is limited. The people you know are the people you work with. Thatโ€™s not a personality problem. Itโ€™s a structural one.

The skills that built your career are working against you. Youโ€™re decisive, you optimize, you have high standards and the data to back them. All of that is why youโ€™re successful. None of it helps here. Logic is important but most of my clients do not have all the data to make a full decision. Weโ€™ve been at the intersection of new relationships and also seeing why so many relationships have fallen apart โ€” that knowledge, those learnings and metrics inform us as we make matches and recommendations.

Youโ€™re evaluating like an investor and dating like a recruiter. You know that a great story with no fundamentals is a bad bet. Youโ€™d never fund it. But youโ€™ll go on four dates with someone because the rรฉsumรฉ is impressive, and then wonder in month three why it feels like nothing. Why not have someone who has been partnered for decades help pick someone for you? Relationships run on patience, emotional availability, and a willingness to be influenced โ€” and thereโ€™s no framework for that.

The geography is a trap. The Peninsula and the city are forty minutes (on a good day) and two different lives apart. People say โ€œBay Areaโ€ and mean a fifteen-mile bubble. So many people work in South Bay and try to live in the city โ€” they end up commuting and often too tired to even date well. Our job is to find the matches and save you time.

SAN FRANCISCO MATCHMAKING

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

My Own Dating Story โ€” How I Married a Software Developer

So often my clients are ambitious, smart, and have a list. That was me.

I was engaged โ€” very briefly โ€” to a man who had it all on paper. He proposed, my parents were aghast. He had the Ivy League pedigree, worked in finance, and often bought me expensive designer gifts. I was head-over-heels thinking that those factors mattered. Things fell apart when I saw how he treated his own parents and it seemed disrespectful and arrogant. I didnโ€™t date seriously for years afterwards.

Years later, I met the right man but almost missed him.

My husband and I met at a party. We saw each other and I dismissed him as too casual, too โ€œhappy,โ€ while I was focused on another shiny guy. Yet every time our paths crossed, I liked him more and more โ€” he was steadfast, funny, and always there for me. It took a lot to not overthink things either, as he was not the shiny finance guy that I had envisioned โ€” yet he was better for me. Over 28 years later weโ€™re still together, have cared for ailing parents, and raised 3 young adults. Itโ€™s that perspective about what really matters in a true marriage โ€” thatโ€™s the rationale I bring to my clients.

Serving All of the Bay Area

My recent clients are from Sonoma down to Saratoga and inland to Danville. Most of my clients and matches are concentrated in San Francisco, San Mateo, Palo Alto, and Oakland.

FAQs

Do you only work with Asian clients?

No. I'm a third-generation Chinese matchmaker โ€” a ็ด…ๅจ˜ โ€” and that 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. What they have in common is that they are serious about finding a life partner and they are done leaving it to chance.

Do you only work with Asian clients?

No. I'm a third-generation Chinese matchmaker โ€” a ็ด…ๅจ˜ โ€” and that 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. What they have in common is that they are serious about finding a life partner and they are done leaving it to chance.

I'm in Marin โ€” do you work up here?

Of course. My recent San Francisco matchmaking clients run from Sonoma down to Saratoga and inland to Danville. Most of my matches are concentrated in San Francisco, San Mateo, Palo Alto, and Oakland, but I work across the entire Bay Area โ€” and I'll meet you wherever is convenient.

I'm in Marin โ€” do you work up here?

Of course. My recent San Francisco matchmaking clients run from Sonoma down to Saratoga and inland to Danville. Most of my matches are concentrated in San Francisco, San Mateo, Palo Alto, and Oakland, but I work across the entire Bay Area โ€” and I'll meet you wherever is convenient.

What does a matchmaker cost in the Bay Area?

It depends on the search, but let me share some numbers. My Date Concierge program starts around $20,000. Bespoke VIP matchmaking engagements run $45,000 to $200,000. Where a search sits in that range depends on how focused and how fast it needs to be. A search running across two or more of my cities, San Francisco, Los Angeles and New York, sits at the upper end, because it is effectively three searches held to one standard. To give you context: agencies typically run $10,000โ€“$25,000, but you're buying a process and a shared database. Elite matchmakers running truly exclusive searches often start at $75,000. I sit in between, and every search is personally mine โ€” itโ€™s not an agency where people get handed off to a junior associate. Here is the frame I give clients. Think of it as roughly nine months of your rent or mortgage. You will spend that on where you live without a second thought. Who you live it with is the larger and more consequential decision โ€” for your happiness, your family, and honestly, your finances too. Letโ€™s get serious - if you don't believe I'm the person who can find someone special for you, don't hire me. This only works when there is solid fit and real care on both sides. That is what the first call is for, and it goes both ways.

What does a matchmaker cost in the Bay Area?

It depends on the search, but let me share some numbers. My Date Concierge program starts around $20,000. Bespoke VIP matchmaking engagements run $45,000 to $200,000. Where a search sits in that range depends on how focused and how fast it needs to be. A search running across two or more of my cities, San Francisco, Los Angeles and New York, sits at the upper end, because it is effectively three searches held to one standard. To give you context: agencies typically run $10,000โ€“$25,000, but you're buying a process and a shared database. Elite matchmakers running truly exclusive searches often start at $75,000. I sit in between, and every search is personally mine โ€” itโ€™s not an agency where people get handed off to a junior associate. Here is the frame I give clients. Think of it as roughly nine months of your rent or mortgage. You will spend that on where you live without a second thought. Who you live it with is the larger and more consequential decision โ€” for your happiness, your family, and honestly, your finances too. Letโ€™s get serious - if you don't believe I'm the person who can find someone special for you, don't hire me. This only works when there is solid fit and real care on both sides. That is what the first call is for, and it goes both ways.

Where do your matches come from?

This is the question everyone should ask. My matches start with my database, built over years for my niche: highly educated, ambitious professionals, many of whom are rarely or never online. Beyond that, here are a few of my sources: Talks and events I host. I speak and host regularly around the Bay Area, including for Coffee Meets Bagel, MIT and Wellesley College, and I teach Mahjong. Community. I volunteer with Asian Health Services and serve as a brand ambassador for The Authentic Asian in San Francisco. Alumni networks. Not just universities, but my own networks as a Goldman Sachs and J.P. Morgan alum. I am not opening LinkedIn after you sign up. The network and experience already exist, and that is what you are paying for.

Where do your matches come from?

This is the question everyone should ask. My matches start with my database, built over years for my niche: highly educated, ambitious professionals, many of whom are rarely or never online. Beyond that, here are a few of my sources: Talks and events I host. I speak and host regularly around the Bay Area, including for Coffee Meets Bagel, MIT and Wellesley College, and I teach Mahjong. Community. I volunteer with Asian Health Services and serve as a brand ambassador for The Authentic Asian in San Francisco. Alumni networks. Not just universities, but my own networks as a Goldman Sachs and J.P. Morgan alum. I am not opening LinkedIn after you sign up. The network and experience already exist, and that is what you are paying for.

How long before I meet someone?

Fairly quickly. A real database means I'm not starting from zero on the day you hire me. But I care more that you date well than that you date fast. Before your first introduction we'll go over venues, timing, and approach so that you show up at your best. In the Bay Area especially, where and how you meet impacts the end results meaningfully.

How long before I meet someone?

Fairly quickly. A real database means I'm not starting from zero on the day you hire me. But I care more that you date well than that you date fast. Before your first introduction we'll go over venues, timing, and approach so that you show up at your best. In the Bay Area especially, where and how you meet impacts the end results meaningfully.

I work in tech and my hours are unpredictable. Does that disqualify me?

Not at all โ€” that describes most of my San Francisco clients. Founders, engineers, partners, physicians. The reason to work with an executive matchmaker in San Francisco is precisely that your time is the constraint, not your options. I do the searching, the screening, and the scheduling. You show up.

I work in tech and my hours are unpredictable. Does that disqualify me?

Not at all โ€” that describes most of my San Francisco clients. Founders, engineers, partners, physicians. The reason to work with an executive matchmaker in San Francisco is precisely that your time is the constraint, not your options. I do the searching, the screening, and the scheduling. You show up.

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

You might not need to. Some people meet someone next month through a friend, and I'm so very happy for them. But be honest with yourself about which one you're doing. There is a real difference between actively building something and passively hoping, and it shows up in the results and time slips by. At work you don't sit at your desk and hope the promotion arrives โ€” you position yourself. Most of my clients come to me after some version of the same year: the apps deleted and redownloaded, two or three things that almost worked, and twelve months gone. That is the actual cost of waiting. Not just a missed person but rather itโ€™s a repeated year. If what you're doing is working, keep going. If you've now had the year simply go by, that's your answer.

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

You might not need to. Some people meet someone next month through a friend, and I'm so very happy for them. But be honest with yourself about which one you're doing. There is a real difference between actively building something and passively hoping, and it shows up in the results and time slips by. At work you don't sit at your desk and hope the promotion arrives โ€” you position yourself. Most of my clients come to me after some version of the same year: the apps deleted and redownloaded, two or three things that almost worked, and twelve months gone. That is the actual cost of waiting. Not just a missed person but rather itโ€™s a repeated year. If what you're doing is working, keep going. If you've now had the year simply go by, that's your answer.

A PRIVATE NEXT STEP

A PRIVATE NEXT STEP

Still deciding?

My background is unusual โ€” third-generation ็ด…ๅจ˜, 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 โ€” and so would I. The first call is free, and it goes both ways.

Years of setting up Great Dates

Matchmaking Testimonials

"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

"Getting married during a 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

โ€The matchmaker is wise and caring. She really is watching the dragon come to life and fly away when they find loveโ€ฆโ€

J.W.

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

  • "Getting married during a 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

  • โ€The matchmaker is wise and caring. She really is watching the dragon come to life and fly away when they find loveโ€ฆโ€

    J.W.

    Matched Couple

    Married

Featured In

NBC News Daily โ€” Oct 2025
Everybody needs to have a dating portfolio

NBC News Daily โ€” Oct 2025 Everybody needs to have a dating portfolio

Business Insider โ€” How a Goldman Sachs Banker Became One of Americaโ€™s Top Asian Matchmakers

NEWSNATION โ€” Feb 2026 โ€” 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

Poster for the 25th Anniversary VIP Red Carpet Gala of the New York Asian Film Festival.

New York Asian Film Festival VIP Red Carpet Gala

David Rubenstein Atrium at Lincoln Center

Join the 25th Anniversary New York Asian Film Festival celebration. AWM Love is proud to support the festivalโ€™s partner spotlight series with Fundstrat and Cadence Foundation.

Invitation to a Mahjong and dinner event with Mahjong tiles on a green table.

Mahjong and Dinner

Koi Palace Contempo, Cupertino

Join MIT alumni and Ivy alumni for an afternoon of Mahjong followed by a multi-course Chinese dinner. Beginers are welcome, with introductions and roaming mentors available throughout the games.

Coming soon: Autumn Affair

Autumn Affair

SF Palette Tea House

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 (โ€œServiceโ€). 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 (โ€œServiceโ€). 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.