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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.

SPEAKING

Events

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SPECIAL EVENTS & TALKS

  • date night

    Fri May 24, 2024

    Sold Out
  • Hong Kong Mixer

    Hong Kong Happy Hour: Fri Mar 28, 2025

    RSVP
  • Crazy X Asians

    LA Cocktail Mixer Thurs Apr 11, 2025

    RSVP
  • NYC Matchmaker Mixer

    NYC Matchmaker Mixer Thurs May 8, 2025

    RSVP
Four people sitting outdoors on stage, participating in a panel discussion, with lush trees and desert plants in the background.

Speaking Topics:

  • Make a First Impression That Leaves People in Awe (Even If You Don’t Totally Believe in Yourself Yet

  • Why So Many People End Up Single in Their 40s—and How to Make Sure You Don’t 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

  • Executive and former banker

  • Facilitated with candor, professionalism and warmth

  • Tailored to your organization’s culture and needs

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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

A woman smiling at an airport, wearing a purple coat, scarf, glasses, and carrying a handbag. The background shows airport check-in counters and other travelers.

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

BUSINESS INSIDER ARTICLE

Wisdom Hub - Blog

  • Hiring a Matchmaker: Your Path to Lasting Love

    Read More

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

    Read More

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

    Click Here

  • Top 9 Signs of Chemistry on a First Date

    Click Here

  • Checklist of Love: What to Look for in a Partner

    Click Here

  • 5 Great Date Ideas in Palo Alto, CA

    Click Here