Ancient Wisdom, Modern Love:

Chinese Wisdom for Dating Success

For centuries, Chinese people have been distilling everything from philosophical ideas to folk wisdom to advice on relationships into short, memorable, and often humorous sayings called “chengyu” (成語).

These ancient phrases and their relatable wisdom that I myself heard growing up are a core part of my matchmaking practice as I advise my clients on successfully navigating dating and building relationships.

A second-generation Chinese-American, third-generation matchmaker, and former Goldman Sachs and JP Morgan Securities investment banker and tech executive. Cassindy brings a wealth of varied experience to her work with clients, blending tradition and modernity. The matchmaking bug bit early when she set-up over 100 students for the Asian-Association Blind Date Semi-Formal at Wellesley College. Cassindy trained with NYT Bestselling author and Matchmaker Rachel Greenwald along with 17 other matchmakers. She is a proud member of the Matchmakers Alliance. Cassindy is committed to her community and is on the Board of the Wellesley College Asian Alumnae Alliance, Development Committee for Asian Health Services, a former scout leader, and President of the local Asian club for her city.

She resides in the Bay Area celebrating 25 years of marriage with her husband and is always learning from her own 3 children as they navigate their own lives.

Asian Matchmaker
Matchmaker Cassindy

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Swiping. Matching. Meetups. Setups. Hookups.

If your dating life isn’t taking you in the direction you want, it is time to change course. But what to do? Take the important advice that renowned matchmaker Cassindy Chao has given to her elite clients for more than twenty years and get closer to the relationship you want.

Whether you're single and searching for love or in a partnership seeking to deepen your connection, Ancient Wisdom || Modern Love provides a roadmap to relationship success. Cassindy’s expertise shines through as she seamlessly combines age-old Chinese wisdom with contemporary dating insights and a much-needed dose of humor, empowering readers to unlock the secrets of lasting love.


About the Author: Meet Matchmaker Cassindy


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Testimonials

Getting married during pandemic was an adjustment and we made it work. Now you can add another success story to your list!
— PC, Physician, San Diego
Cassie has been a matchmaker since her college days at Wellesley. There she built an impressive database of eligible singles and again and again proved an innate knack for making great matches among students at Wellesley, Harvard, MIT, Yale, etc. 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.
— SC, Attorney, Boston
Cassindy introduced. Our backgrounds were very similar, and we had 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 a friend for life!
— KS, Tech Executive, Palo Alto
Matchmaker Cassindy Bestselling Book
Matchmaker Cassindy Bestselling Book
Matchmaker Cassindy

Learn how lessons from “chengyu” can change your love life for the better with warmth and humor.