Cassindy Chao

Cassindy Chao (born 1969) is an American matchmaker and author. She graduated from Wellesley College in 1990 and was a former Goldman Sachs and JP Morgan investment banker, and later founded AWM Love (Ancient Wisdom Modern Love) and co-founded Boutique Matchmaking. She is the author of Ancient Wisdom Modern Love (2024). Quotes Ancient Wisdom Modern Love (2024) Chao, Cassindy (2024). Ancient Wisdom Modern Love: Chinese Wisdom for Dating Success (2nd edition). Stone Monkey Publishing. 9798991834803. No matter your dating history, the gentle wisdom of the chengyu, handed down through generations, can help you find and nurture the relationship of your dreams. Ancient Wisdom Modern Love, Introduction, p. 8 (Stone Monkey Publishing, 2024) Dating is not only about sharing who you are as a person — it works best when you find out about the other person. Ancient Wisdom Modern Love, Chapter 3, p. 24 (2024) A compatible window-to-window and door-matching couple is not necessarily about having the same culture or ethnicity but rather sharing values regarding family, marriage, education, finances, and children. It's so very important to look beyond outward appearances to look at what's inside for a great match. Ancient Wisdom Modern Love, Chapter 8, p. 55 (2024) I know that when two people bond and fall into each other, they too come alive, and I love to watch them fly away. Ancient Wisdom Modern Love, Chapter 9, p. 58 (2024) Interviews I'm not rich, but I'm wealthy in happiness. I have a great marriage and three terrific kids who are now young adults. "I quit my $376,000 dream job at Goldman Sachs to care for my mother when she got sick," Business Insider, May 2024. I chose family over money, and I'm richer because of it. "I quit my $376,000 dream job at Goldman Sachs to care for my mother when she got sick," Business Insider, May 2024. The best part of my job is facilitating an unexpected match — finding love for people who would otherwise never have met. "I quit finance at 54 to go full-time with my matchmaking side hustle," Business Insider, January 18, 2026. Getting older doesn't matter. In fact, the older I get, the better — because, after all, it means I'm wiser. "I quit finance at 54 to go full-time with my matchmaking side hustle," Business Insider, January 18, 2026. One very dangerous misconception is that somehow our life partner will complete us. That cedes all responsibility and expectations onto this partner vs any accountability for our own actions. "Cassindy Chao," Bay Area Women Magazine. Podcasts The most important investment is really self-care and self-love — and the return on that is huge. It is a challenge for people to self-actuate and realize that they should prioritize themselves. And it's not selfish; it's actually important and it makes great financial sense. "Helping Single Clients Make the Most Important Decision," FOXcast CEO Series, Episode 18, Family Office Exchange, October 27, 2023. (at 10:51) To find love — to find true love — you have to be vulnerable and open. But on the other hand, you also want to feel protected. And that's where we come in and thread that needle very carefully. "Helping Single Clients Make the Most Important Decision," FOXcast CEO Series, Episode 18, Family Office Exchange, October 27, 2023. (at 13:37) Category:Living people Category:Women authors from the United States Category:Taiwanese Americans