In this episode, professional matchmaker May sit down with licensed therapist, coach, and relationship expert Jena Jake to explore what truly creates lasting relationships. They discuss why chemistry isn't always a sign of compatibility, how self-awareness can transform your dating life, and why healthy boundaries are essential for finding the right partner. Jena also shares how her compatibility assessment helps remove the guesswork from dating, challenges the idea that high standards are unrealistic, and explains how understanding what you don't want can lead you to the relationship you do. Whether you're single, divorced, or simply looking for a healthier relationship, this episode offers practical insights to help you date with confidence and intention.
0:00 Introduction to Jena Jake
1:34 Chemistry is what you’re familiar with, not what’s good for you
5:30 Compatibility test accurately predicts your relationship
14:50 Jena would take the guesswork out of matchmaking matches
17:00 Doing work on yourself and awareness makes you a good dater
20:21 Velvet rope system- boundaries explained
25:50 High standards are unrealistic?
26:00 Divorced, 30s, Jena’s clients
27:30 You really want change, realize how amazing you are
30:30 Take a test and this is your playbook for a successful relationship
34:04 The more you know what you don’t want, the more you know who you want
Jena Jake is a licensed therapist, certified coach, podcaster, and author who specializes in helping high-achieving professionals build exceptional relationships. Through her Compatibility Strategy framework, she helps elite singles and power couples identify emotional blind spots, strengthen self-awareness, and approach love with the same intentionality they bring to their careers, investments, and long-term goals. By blending psychology, emotional intelligence, and practical strategy, Jena empowers her clients to create deeper connections and lasting relationships. She's passionate about helping people recognize that self-awareness is the foundation of finding and keeping the right partner.
https://www.jenajake.com/
IG @jena.jake
Tik Tok @jena.jake
AMAZON BEST SELLER Get my book, ‘A Roadmap For Single Asian Women’ here: https://www.amazon.com/dp/B0C9L4CT87?...
Call May for help: (310) 867-0851Join The Best Asian Matchmaker’s Database Here: https://www.twoasianmatchmakers.com/p...E
mail: [email protected]: www.twoasianmatchmakers.comFacebook Page: / twoasianmatchmakers
Instagram: / matchmakermay
Tiktok: / asianmatchmaker88
LinkedIn: / mayhui
ABOUT THIS PODCAST: THE ASIAN DATING PODCASTWhat does Matchmaker May Do?You know how high-net-worth men are accomplished in their careers but too busy to date? They value time more than money, yet struggle to find meaningful connection. What I do is learn who they want to attract, screen the women for them, and make the introductions—so instead of wasting time, they meet the right woman and fall in love.May talks about all things dating and Asian dating. She’s super nosy about people’s love lives and just loves love. May is a Professional Matchmaker and Dating Coach. May is the founder of Two Asian Matchmakers, a boutique matchmaking agency. Since 2009, May has helped successful men who appreciate Asian culture and value meaningful connection find their ideal Asian partner in the United States and Asia.May is a highly respected and active member of the Matchmakers Alliance and Global Love Institute in New York. May’s insights and work have been featured in major media outlets including Maxim, NY Post, Cosmopolitan, Los Angeles Magazine, Thrillist, and Huffington Post, establishing her as a go-to expert in love, dating, and human connection.