SPEAKINGS
Make the connections that shape a meaningful life.
Cassindy Chao brings practical relationship wisdom, leadership insight, and a matchmakerโs perspective to rooms that want more honest connection.
Cassindy Chao Featured In
Cassindy Chao - Keynote Speaker & Asian Matchmaker
THE SPEAKER
Relationship strategy, delivered with candor and warmth.
Executive experience
Custom programs
SIGNATURE TOPICS
Conversations that move people forward.
WORKING WITH CASSINDY
Focused & Engaging Presentations
Past Topics Include:
Navigating Work Relationships for Career Success
Belonging: Creating a Culture Bringing People Together to Achieve Goals and Objectives
Modern Dating 101 - An Evening with Matchmaker Cassindy
Dating as an Asian-American: Finding our Voices
How a Professional Woman Finds Their Partner in Life
How It Works
Step 1. Schedule a call to discuss your organizations goals and needs
Step 2. We work with you to develop a customized program
Step 3. Increased morale and energy for your audience to thrive and grow!
WORKING WITH CASSINDY
Speaking Topics
Make a First Impression That Leaves People in Awe (Even If You Donโt Totally Believe in Yourself Yet
Why So Many People End Up Single in Their 40sโand How to Make Sure You Donโt Regret It
Lessons from a Matchmaker: The Psychology of Trust and Connection in Business & Relationships
The Art of Influence: How to Cultivate Leadership Presence & Expand Your Network
Working With Cassindy
01 โ Discover the audience, needs, and outcomes
02 โ Develop a customized program
03 โ Leave the room with real momentum
Gatherings
Most of us were taught to lead with what's impressive: the intelligence, the degree, the title, the work.
๐ Los Altos Community Center
Most of us were taught to lead with what's impressive: the intelligence, the degree, the title, the work. It's a reasonable instinct. It's also not how people decide they want to keep talking to you. On October 6, the MIT Club of Northern California welcomes Cassindy Chao, founder of the bespoke matchmaking firm Ancient Wisdom Modern Love and author of the book of the same name, for a session on why smart people can struggle with first impressions, and how a shift in mindset and approach changes that. Before matchmaking, Cassindy spent years in investment banking at Goldman Sachs and J.P. Morgan. She has appeared on NBC News Daily and in Business Insider, and has spoken at the Harvard Club of New York and Oracle. For early-career alumni, this is a look at what the person across the table actually registers, which is also what a hiring manager remembers three candidates later. For mid-career and senior professionals, it's the same skill whether the goal is a client, a co-founder, or a board seat. The evening includes dinner, a presentation with one-on-one exercises, and time to put it into practice with fellow MITCNC members and friends. ๐ Tuesday, October 6 | 6:00โ9:00 PM PT ๐ Los Altos Community Center ๐Register at https://lnkd.in/gWKC63qz
Dumpling and Mahjong
Piedmont, CA
Come join us for a fun afternoon of dumpling making and mingling while playing Mahjong! Email us at hello@awmlove.com to be added to our waitlist
Dating Mixer by Cassindy Chao x Coffee Meets Bagel
Sorry Not Sorry LA
This events have already taken place. Thanks to everyone who joined us in 2025!
FAQs
The Strategy of Love
Ancient Wisdom, Modern Love
The Asian-American Dating Experience
Building Power Couples
Ready for a real introduction?
If your result makes you curious about what a personal introduction feels like, letโs talk. The first call is free โ and it might be the most important conversation you have this year.
