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Matchmaking

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Love Quiz

Ancient Wisdom

Bay Area

Bay Area Matchmaker for Asian Professionals

Matchmaking for Silicon Valley Founders, Engineers & Executives

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 the very best personalized matchmaking to the Peninsula and South Bay โ€”Palo Alto, Menlo Park, Atherton, Mountain View, Los Altos, and across Silicon Valley. For founders, engineers, partners and executives whose calendars are full and whose social circles have quietly narrowed to the people they work with. We understand the need for discretion and value our clientโ€™s confidentiality. There are no swiping or public profiles. Our focus and attention are thoughtful introductions at your level with people you would love to meet. Our clients come from every background, and some of my happiest matches have been across cultures.

Why The Bay Area Is Personal For Me

The Bay Area is home. I live here, I raised my family here, and this is where the majority of my matches are concentrated โ€” San Francisco, San Mateo, Palo Alto, and East Bay. Iโ€™ve hosted Ivy+ mixers, numerous mahjong parties, and private matchmaking events across the region for years, which means my network here isnโ€™t theoretical. Itโ€™s people Iโ€™ve met, sat across from, and gotten to know.

Locally, I am very involved in my community - from being the President of the Piedmont Asian American Club, to being the co-chair of the Business Leadership Council for Asian Health Services and the San Francisco brand ambassador for an Asian womenโ€™s professional group - The Authentic Asian. Community matters to me.

Credentials

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

Who I Work With In Bay Area

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

My Silicon Valley clients are founders, engineers, product leaders, venture capitalists, partners at firms, professors at Stanford, doctors, and senior executives at companies whose names youโ€™d recognize. Many are first- or second-generation โ€” Taiwanese, Chinese, Korean, Indian โ€” some even with parents who ask about their relationships with love and persistence. While most are highly intelligent, curious and problem solvers - sometimes the smartest people are so busy and are missing that special partner in their lives. That is where we come in and get them to the front of the line.

Not all of my clients are Asian. A number are people whose lives already cross cultures โ€” who lived or worked in Asia, whose careers are international, or whose families already are โ€” and who want a partner who understands that world. In the Valley thatโ€™s unremarkable, and those matches are some of the most rewarding introductions I make.

Why Dating Here Is Harder Than It Should Be

The Valley optimizes everything except this. You A/B test, you iterate, you measure. Dating resists all of it. The instinct to treat it as an engineering problem is exactly what keeps smart people stuck for years.

Your social graph is your org chart. Engineering, your team, your portfolio companies, your cohort. Dating inside your own company is complicated at best, and the alternative is a dating app full of people doing the same thing.

The hours donโ€™t bend. Series A crunch, launch cycles, on-call rotations, the 8pm Slack that becomes 11pm. โ€œAfter this quarterโ€ turns into after this year, and then after this decade.

Everyone here is impressive, and thatโ€™s the problem. When the whole room has a strong resume, credentials stop being a signal. What actually predicts a lasting partnership โ€” emotional steadiness, how someone handles difficulty, whether they can be influenced โ€” doesnโ€™t show up on LinkedIn.


SAN FRANCISCO MATCHMAKING

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

FAQs

Do you cover San Jose and the whole Peninsula?

Yes โ€” San Jose, Santa Clara, Sunnyvale, Mountain View, Los Altos, Palo Alto, Menlo Park, Atherton, and Woodside, plus down into Los Gatos and Saratoga. My Bay Area matches are concentrated across San Francisco, San Mateo, Palo Alto, Piedmont and Lafeyette - so I work the whole corridor rather than one city.

Do you cover San Jose and the whole Peninsula?

Yes โ€” San Jose, Santa Clara, Sunnyvale, Mountain View, Los Altos, Palo Alto, Menlo Park, Atherton, and Woodside, plus down into Los Gatos and Saratoga. My Bay Area matches are concentrated across San Francisco, San Mateo, Palo Alto, Piedmont and Lafeyette - so I work the whole corridor rather than one city.

How is this different from your San Francisco service?

It's the same practice โ€” the difference is where the introductions come from. My San Francisco clients tend to live and date in the city; my Peninsula and South Bay clients often want someone who understands the Valley's rhythm and doesn't require a nightly commute up the 101. I match across both, and I factor in where you actually want to build a life.

How is this different from your San Francisco service?

It's the same practice โ€” the difference is where the introductions come from. My San Francisco clients tend to live and date in the city; my Peninsula and South Bay clients often want someone who understands the Valley's rhythm and doesn't require a nightly commute up the 101. I match across both, and I factor in where you actually want to build a life.

I work at a company where everyone knows everyone. How private is this?

Privacy is important - that matters. We understand the risks that people take. We do not post your profile online, you are not listed or searchable by others. I don't share your name with a potential match until there's a real reason to. For founders and executives whose names carry weight in a small professional world, that discretion is usually the whole reason to work with a matchmaker rather than an app.

I work at a company where everyone knows everyone. How private is this?

Privacy is important - that matters. We understand the risks that people take. We do not post your profile online, you are not listed or searchable by others. I don't share your name with a potential match until there's a real reason to. For founders and executives whose names carry weight in a small professional world, that discretion is usually the whole reason to work with a matchmaker rather than an app.

I'm Taiwanese-American and my family has expectations. Do you understand that?

Very well, too well โ€” my own family is from Taipei, and I'm a third-generation Chinese matchmaker. I understand the particular weight of being that accomplished child whose parents are proud of everything except your relationship status. And I remember meeting โ€œcoincidentallyโ€ many other talented and wonderful sons of my parentโ€™s friends at gatherings. The awkwardness of having to make small talk and knowing many eyes were on us. I've seen that conversation from both sides, and I take it seriously rather than treating it as an obstacle to work around.

I'm Taiwanese-American and my family has expectations. Do you understand that?

Very well, too well โ€” my own family is from Taipei, and I'm a third-generation Chinese matchmaker. I understand the particular weight of being that accomplished child whose parents are proud of everything except your relationship status. And I remember meeting โ€œcoincidentallyโ€ many other talented and wonderful sons of my parentโ€™s friends at gatherings. The awkwardness of having to make small talk and knowing many eyes were on us. I've seen that conversation from both sides, and I take it seriously rather than treating it as an obstacle to work around.

How much does an Asian matchmaker in the Bay Area 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 just so I can understand who you want to meet, where I'll walk you through what fits your situation in the Bay Area.

How much does an Asian matchmaker in the Bay Area 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 just so I can understand who you want to meet, where I'll walk you through what fits your situation in the Bay Area.

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

Very possibly. A good number of my clients aren't โ€” 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. The Bay Area is full of people whose lives already span continents, so cross-cultural matches are ordinary here rather than remarkable.

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

Very possibly. A good number of my clients aren't โ€” 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. The Bay Area is full of people whose lives already span continents, so cross-cultural matches are ordinary here rather than remarkable.

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

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.