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He Says He's Ready But Isn't: The Self-Love Deficit Behind It

September 21, 2026

Ever wonder why the man who swore he was ready disappeared the second things got real?

In today's Love at Any Age episode, I sit down with dating coach Jonathon Aslay. He spent years being that very man himself.

After 500 first dates, a divorce, and a financial collapse that sent him back to live with his parents at 42, he found the pattern underneath it all.

Here’s what we cover in our discussion:

🕵️‍♀️ The question that reveals a man’s readiness fast.
🔥 The real reason "good pickers" still get burned.
❤️ What losing his son taught him about love.
🧭 The 2 out of 10 men worth choosing.
💬 A friendship test most couples skip completely.

Links from this episode

Jonathon mentioned quite a reading list! The books are below, along with his programs, his social pages and the earlier episode we referred to during our conversation about dating and love.

Jonathon’s links

Links I mentioned

You can also listen here:

🍎 Apple Podcasts

💚 Spotify

🫛 Podbean