Cassindy Chao is a matchmaker, speaker, and former Goldman Sachs banker whose talent for assessing people and building authentic relationships has helped professionals thrive in both love and leadership.

After launching her career at Goldman Sachs and JP Morgan, Cassindy pivoted from high-stakes finance to helping people navigate the most human part of their lives: connection. Over the past two decades, she has worked with hundreds of clients and introduced over 75 couples who found long-term love—not through algorithms, but through insight and a deep understanding of human compatibility.

Today, Cassindy speaks to corporate audiences, leadership programs, women’s summits, and alumni groups about the core relationship skills that drive professional success—emotional intelligence, clear communication, confident presence, and meaningful connection.

She is the author of Ancient Wisdom, Modern Love (Stone Monkey Publishing), where she draws from timeless Chinese proverbs (chengyu) and life experience to offer fresh, actionable insights for navigating modern relationships. Her story has also been featured in Janet Hanson’s More Than 85 Broads, mentioned in Po Bronson’s What Should I Do With My Life?, and included as a contributor to Jessica Blatt’s The Teen Girl’s Gotta Have It Guide to Money. Cassindy has been featured in Business Insider, appeared on CNN, and quoted in The Wall Street Journal.

Cassindy is a warm, engaging speaker who blends humor, heart, and hard-won wisdom. She has spoken at events hosted by Ascend, Harvard College, and Fortune 500 companies, and brings a unique blend of East-meets-West insight and real-world experience that resonates across industries and generations.

To book Cassindy for keynotes, panels, or private workshops, email hello@cassindy.com with “media request” in the subject line.