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Jonathan Aslay

Jonathan Aslay

Midlife dating and relationship coach, self-love advocate, founder of Understand Men Now, and author of "What The Heck Is Self-Love Anyway?" and "Understand Men NOW."

Sep 19, 2026

JohnHOST
25:04
communicating,
25:05
it was very harsh.
25:07
It was very confrontational.
25:09
You could tell she had a lot of animosity about past relationship and she was lacking a sense of warmth and receptivity.
25:16
So that's certainly a trait that, you know, most everybody appreciates in one another.
25:22
You know, I would say without a doubt, the second one that I'm about to share, which is emotional maturity and self-awareness.
25:32
These are traits that, quite frankly, most humans are still at the infancy stage at emotional maturity and self-awareness.

6 MINS LATER

JohnHOST
31:25
So now would the converse be the same? You said there's overlap,
1:08
How did that experience, you know, reshape your understanding of love and life?
1:13
Thanks for asking.
1:15
So, you know, what's interesting is by the time he passed away, I'd already began a journey of self-discovery when I went through a divorce about 13 years earlier.
1:27
Excuse me.
1:28
No, let's say 2005.
1:29
Yeah, 13 years earlier.
1:30
And the divorce, at that same time, I lost my high-end corporate job.

8 MINS LATER

10:03
What will you say to someone or what will you remind someone listening right now who feels emotionally broken and unworthy of love?
34:29
I actually agree with you very wholehearted, yes.
34:32
Here's the, the challenge I invite everyone to do.
34:35
You can go to your Instagram and TikTok and your s- Facebook, and you'll probably come across 95% of rhetoric that is just not only bad dating advice, but it's rage bait advice.
34:51
It's designed to get you riled up at either, you know, close to hating men or hating women, and it just inflames a, you know, an, you know, a negative picture.
35:02
[lip smack] And if you feed that negative picture, you will just continually experience what you don't want.
35:10
What it requires is a complete paradigm shift, a shift to love, a shift to, to being crystal clear on what it is that you need from a relationship, what you desire.
35:21
Paint a picture of what it looks like and, and paint a picture on hope and love and knowing.

16 MINS LATER

51:22
[laughs]
16:36
So what kind of questions would be good value-based questions?
16:40
Let me give you an example.
16:41
You're talking to someone, you're on a date, and by the way, my demographic is that over 40, so roughly 75% people over 40 are divorced, okay? So I'm gonna use this as an example.
16:54
By the way, this is very conversational.
16:56
No, it's not confrontation.
16:57
It's very good.
16:58
Hey, so what happened in your marriage? That kind of sucks that you got divorced.

12 MINS LATER

28:52
You're like, why did you still say that? You're like, why did you give a title that sounds so dickish? Well,

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