Chinese Matchmaker — 紅娘

What Is a 紅娘 — and Why Does It Matter?

In Chinese culture, the 紅娘 — literally "Red Lady" — is the trusted matchmaker who brings two people together with wisdom, discretion, and deep knowledge of both families and individuals. The tradition stretches back centuries, rooted in the belief that finding a life partner is too important to leave to chance — and too personal to leave to an algorithm.

Cassindy carries that tradition forward - literally. She is a third-generation Chinese matchmaker: her grandmother and mother were 紅娘 before her, and she grew up with this cultural understanding before going to college and spending years at Goldman Sachs and JP Morgan in finance. She is the author of Ancient Wisdom Modern Love - sharing Chengyu phrases with dating advice. There is a much-loved saying that a marriage destined from a thousand miles away is drawn together by a single red thread - 紅線, the thread of fate. A 紅娘's work is to find the two ends of that thread and tie them.

She is not a dating app. She is not a database. Cassindy is a Chinese matchmaker in the classical sense - who knows her clients deeply, cares about them, is protective and makes personal introductions.

For accomplished professionals in San Francisco, New York and Los Angeles, that means a discreet alternative to swiping with meaningful introductions.

The Only Chinese Matchmaker in America With This Background.

Cassindy Chao Speaker

Who We Match

Cassindy Chao is a former Goldman Sachs investment banker turned-expert matchmaker, author, and speaker specializing in relationship-building and leadership development. She is the founder of Ancient Wisdom, Modern Love, an elite matchmaking practice for high-net-worth professionals. She is also the author of the best-seller Ancient Wisdom, Modern Love: A Practical Guide to Modern Dating.

With a background in investment banking at J.P. Morgan and Goldman Sachs, Cassindy understands high-stakes relationship management. She has also raised three young adults and is married to her husband of 27 years and been a caregiver for their parents. Cassindy is committed to her community and serves in various roles at Asian Health Services, the NY Asian Film Festival, and as the co-President of the Wellesley College Asian Alumnae Alliance.

Featured in Business Insider, NBC Daily News, News Nation, CHIEF, and Janet Hanson’s book More Than 85 Broads, and speaker at notable university clubs (Harvard Club of NYC and the Penn Club of NYC). Cassindy shares actionable relationship strategies with executives and professionals so they can cultivate connections that drive success in family and relationships

AWM Love's Chinese matchmaking practice serves Chinese-American and Taiwanese-American professionals, as well as non-Chinese singles who are seeking a culturally sophisticated, internationally minded partner. Our clients are typically executives, entrepreneurs, physicians, attorneys, and UHNW individuals who value discretion, cultural fluency, and genuine personal attention.

We work across San Francisco and the Bay Area, Los Angeles and the South Bay, and New York City — with a network that extends internationally.

Serving:

‍ ‍San Francisco - Los Angeles - New York

Featured In

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

Business Insider Interviews Cassindy 2026

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 - It impacts what you attract.

SPEAKING

Events

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The word 'CHIEF' in gold capital letters on a dark green background.
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SPECIAL EVENTS & TALKS

Latest Coverage

In The Press

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I quit my $376,000 dream job at Goldman Sachs …

BUSINESS INSIDER ARTICLE

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