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Speaking & Events

Making Effective Connections in 2025

Cassindy Chao Speaker

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 and personal branding. She is also an angel investor, and serves in multiple leadership roles for non-profit organizations.

Featured in Business Insider, AsianBossGirl, CHIEF, and Janet Hanson’s book More Than 85 Broads, and speaker at notable university clubs. Cassindy shares actionable relationship strategies with executives and professionals so they can cultivate connections that drive success in both business and life.

RECENT

SPEAKING

Events

SPECIAL EVENTS & TALKS

Fri May 24, 2024

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Hong Kong Happy Hour: Fri Mar 28, 2025

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LA Cocktail Mixer Thurs Apr 11, 2025

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NYC Matchmaker Mixer Thurs May 8, 2025

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Speaking Topics:

Networking with Purpose: Building High-Value Professional Relationships

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

Executive and former banker
Facilitated with candor, professionalism and warmth
Tailored to your organization’s culture and needs

Speaker Cassindy

Speed Dating Matchmaker Cassindy

Coffee Meets Bagel Cassindy Event

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!

Latest Coverage

In The Press

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

BUSINESS INSIDER ARTICLE

The Ken Fong Podcast (Copy) (Copy)

The Ken Fong Podcast (Copy) (Copy)

Featured Guest at Real Love Ready’s IG Live (Copy) (Copy)

Featured Guest at Real Love Ready’s IG Live (Copy) (Copy)

Family Office Exchange’s Podcast (Copy) (Copy)

Family Office Exchange’s Podcast (Copy) (Copy)

Asian Boss Girl - Living Well with Janet (Copy) (Copy)

Asian Boss Girl - Living Well with Janet (Copy) (Copy)

Saadia Immigrantly (Copy) (Copy)

Saadia Immigrantly (Copy) (Copy)

ABC News - Bay Area (Copy) (Copy)

ABC News - Bay Area (Copy) (Copy)

The Color of Success – Dr. Stephanie Wong (Copy) (Copy)

The Color of Success – Dr. Stephanie Wong (Copy) (Copy)

Interview - Los Angeles Dating (Copy) (Copy) (Copy) (Copy)

Interview - Los Angeles Dating (Copy) (Copy) (Copy) (Copy)

Wisdom Hub - Blog

Hiring a Matchmaker: Your Path to Lasting Love

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Goldman Sachs to Matchmaking? Yes, THAT Kind of Matchmaking!

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9 Things to Never Do in the First Month of Dating: A Guide

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Top 9 Signs of Chemistry on a First Date

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Checklist of Love: What to Look for in a Partner

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5 Great Date Ideas in Palo Alto, CA

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