Speaking & Events

Effective Connections

Woman with short black hair, glasses, and a light purple blouse sitting on a cream sofa with blue-patterned pillows, reading a book, in a bright room with a window in the background.

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.

Selected Events

Four people sitting on chairs outdoors, participating in a panel discussion with trees and greenery in the background. The second person from the left is speaking into a microphone.

Speaking Topics:

  • Networking with Purpose: Building High-Value Professional Relationships

  • Make a First Impression That Leaves People in Awe (even if you don’t totally believe in yourself yet)

  • What Dating Can Teach You About Workplace Conflict and Leadership (And How to Overcome Difficult Situations)

  • Lessons from a Matchmaker: The Psychology of Trust and Connection in Business and Relationships.

Working With Cassindy

  • Executive and former banker

  • Facilitated with candor, professionalism and warmth

  • Tailored to your organization’s culture and needs

Group of five people, four women and one man, participating in an outdoor interview or conversation, with one woman sitting with a microphone and others standing around, smiling.
Group of people smiling and laughing during a social gathering, some holding microphones.
A group of women gathered in a room, with some seated around a table with food and drinks, while others are standing and talking.
Group of people gathered indoors, with a woman in a pink dress sitting on a bar counter speaking to the crowd, warm lighting with brick walls, and others seated or standing listening.
Group of people gathered outdoors at night, listening to a man speaking on a small stage, with string lights overhead and cacti nearby.

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 in a purple coat and glasses at an airport terminal, smiling at the camera with a luggage carousel behind her.

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

BUSINESS INSIDER ARTICLE

Wisdom Hub - Blog