Jessie Kay knows what it’s like—dating after 50 can feel like a battlefield. She's been married. She's been single. She's gone through the frustration of bad matches, ghosting, and wasted time. But here’s the thing: the problem isn’t you. It’s the way online dating works.With 28 years in the matchmaking and dating industry, Jessie has seen firsthand what works and what doesn’t. She's spent years testing strategies, studying the algorithm, and fine-tuning the process to make it work. And she takes that frustration off your plate. Instead of swiping in circles, you’ll be meeting high-quality men while she handles the strategy.Connect with Jessie at www.50plusmatchmaking.com0:00 Introduction to Jessie Kay
1:38 The largest database is online. You’re missing out if you aren’t taking advantage of that
2:10 Helping women 50s and up to do online dating right is Jessie’s specialty
2:18 The current temperature of dating
2:52 Women do 3x’s the emotional work to meet a man. They say hello, they message the man, they initiate swapping numbers
4:37 Are men lazy daters? YES
4:40 If you just put in the work and you'll be busy dating
8:48 Be clever with men; You can challenge men to get off the app and meet in person
11:30 How do you get someone offline
12:10 You can tell the men, “My usual form of communication is not texting. Let me know when you want to hear my voice.”
12:55 If you're not jaded and you follow online dating rules; You'll do well online
15:40 Online algorithm will reward you for common sense and courtesy; Just do the right thing
17:22 Women want the men to ask us out. Men, make the initiative
20:00 When you do go out, let her know you want a second date
22:07 Stop being so judgmental
24:50 People don't want to do the work
26:19 Lonely men complain they are lonely. It's your own fault you. You don't make the effort, so you deserve to be alone
30:00 How do men work on their emotional intelligence
31:44 We don't hate men. We just want them to not be lazy daters*AMAZON BEST SELLER* Get my book, ‘A Roadmap For Single Asian Women’ here: https://www.amazon.com/dp/B0C9L4CT87?ref_=cm_sw_r_cp_ud_dp_FKWJGPCVXW3XG8D98EWB
Call May for help: (310) 867-0851
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LinkedIn: https://www.linkedin.com/in/mayhui/ABOUT THIS PODCAST: THE ASIAN DATING PODCAST
What does Matchmaker May Do?
You know how there are men out there that are high net worth, super successful, and accomplished in their fields but they are too busy to date and value time more than money? They have trouble finding women to have a meaningful connection so what we do is find out who they’re trying to attract, screen the women for them, and make introductions for them. They meet 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 and Relationship Coach. She founded Two Asian Matchmakers, a boutique matchmaking company. May has been helping successful and accomplished men in the United States to find an Asian partner since 2009.
May is a highly respected and active member of the Matchmakers Alliance and Global Love Institute in New York. She is always learning and teaching in the industry. May currently mentors other Asian matchmakers to excel in the industry. May has appeared in Cosmopolitan, Los Angeles Magazine, Thrillist, Huffington Post, and numerous publications.
