Dating Insights & Advice

Expert matchmaking advice, dating tips, and stories from Matchmaker May.

Elegant Asian woman thoughtfully reading men's online profiles on her smartphone in a bright, calm living room setting with flowers and coffee.

Reading Men’s Online Profiles

October 9, 2016

Ladies, when you are reading men’s online dating profiles, I encourage you to approach each profile with curiosity rather than scrutiny. It is easy to…

Read More
Thoughtful Asian professional man in a refined lounge by a large window, reflecting on seeking matchmaking for introverted men through a bespoke and meaningful dating approach.

Helping Shy Men is Our Specialty

October 7, 2016

Matchmaking for Introverted Men There are many different personality types in the dating world. Some men are naturally outgoing, while others are more reserved, thoughtful,…

Read More

When Is It Okay to Ask Him Out?

October 5, 2016

Many women ask me this question privately:“Is it okay for me to ask him out?” And just as important:“When is the right time to do…

Read More
Accomplished man reviewing his schedule for dating coaching for men while planning dates in a modern office setting

How Men Can Be Better Daters

May 5, 2016

Over the years, I’ve had the privilege of providing dating coaching for men who are accomplished, thoughtful, and genuinely ready to find a meaningful relationship.…

Read More
Confident professional man applying an essential Los Angeles dating tip by calling a woman in a softly lit luxury space

Los Angeles Dating Tip: Call Her

April 29, 2016

One of the most effective Los Angeles dating tips for setting yourself apart in today’s dating landscape is also one of the most overlooked. Call…

Read More

Jewish Man Asian Woman Connections

April 29, 2016

A Closer Look at Cross-Cultural Compatibility   In recent years, I’ve been asked more frequently about the dynamic in a Jewish man Asian woman relationship.…

Read More
Two coffee mugs, open notebook with relationship checklist, and golden hearts symbolizing practical Asian dating tips.

Asian Dating Tip or Two

April 29, 2016

Asian Dating Tip #1: “I can’t afford an Asian matchmaker. What are my other options?” I hear this question more often than you might expect.…

Read More
A smiling Asian woman and Western man in deep conversation, demonstrating the qualities and connection that high-caliber Asian women look for in a man.

Asian Women Find These 2 Things Very Important

April 29, 2016

When I speak with clients about dating Asian women, one question comes up often: What truly matters to them? While every individual is different, consistent…

Read More

Asian Men Dating Outside Of Their Race

March 30, 2016

Interracial Dating for Asian Men Overview Welcome to Two Asian Matchmakers. We share valuable insights on interracial dating for Asian men, exploring modern relationship dynamics,…

Read More
An Asian female matchmaker meeting with a professional client during a private consultation about hiring an Asian matchmaker in an elegant setting.

When You Hire An Asian Matchmaker

May 7, 2015

When you choose to work with an Asian matchmaker, the experience is often more than you expect. It’s not simply about meeting someone new. It’s…

Read More