AsianBossGirl

Living Well with Janet: Dating Tips with Elite Matchmaker, Cassindy Chao

Feb 7, 2024

Cassindy Chao, elite matchmaker, discusses dating tips with host Janet. They explore what makes a good match, modern dating culture, the complexities of dating Asian men, setting boundaries in dating, and the challenges of romance in today's dating culture.

35:31

Episode guests

Cassindy Chao

AI Summary

AI Chapters

Episode notes

Podcast summary created with Snipd AI

Quick takeaways

Unconditional love is crucial in a good match, providing a safe space for individuals to be their authentic selves without conditional expectations.

Compatibility in Asian American dating goes beyond surface-level qualities, focusing on vulnerabilities, insecurities, and values to find a truly supportive partner.

Deep dives

Matchmaking heritage and informal training

Cassinde Chow, a matchmaker from a family of matchmakers, discusses her informal training in matchmaking. She shares stories of her mother and grandmother, who used informal methods to match couples, such as setting up gatherings and passing love notes. While it was not a formal career path, matchmaking has always been a part of their family's DNA.

Introduction

2min

The Family History of Matchmaking and What Makes a Good Match

3min

Unpacking Modern Dating Culture

5min

Understanding the Relationship with Asian Men's Mothers

3min

Setting Boundaries and Independent Decision-Making in Dating

4min

The Challenges of Romance in Today's Dating Culture

16min

On a recent episode of ABG, I shared that I had a conversation with a matchmaker who offered me the tip to practice flirting more in 2024. Given we are about a week away from Valentine’s day, I’ve invited her to the pod for an extensive chat about dating. We talk about what makes two people compatible, common hang-ups that I (and probably other Asian American people) struggle with in dating, managing shifting gender role expectations, romancing versus womanizing, how a man’s relationship with his mother can impact his relationship with you and how to manage boundaries from both the child and parent perspective.

Cassindy Chao is a matchmaker who comes from a family of Matchmakers. She is a former Goldman Sachs and JP Morgan Equities research analyst and happily married Mother of 3 but caught the matchmaking bug in college - matching dozens of couples at the “Wellesley College Asian Association Blind Date Semi-Formal”. She believes in deep, purposeful connections based on shared values and common goals.

Ancient Wisdom Modern Love: https://www.awmlove.com/

@matchmakercassindy

__________________________________________

Host: Janet Wang

Editor: Victoria Cheng

__________________________________________

P A R T N E R S

• BetterHelp: Get 10% off your first month with code “ABG” at betterhelp.com/ABG

__________________________________________

C O N N E C T W I T H U S

• Subscribe and Follow us @asianbossgirl on Apple Podcasts/Spotify/Amazon Music/YouTube/Instagram/Twitter/Facebook

• Listener Survey: Let us know your thoughts on the podcast here