The Intentional Alpha: From Financial Freedom to the Chaos of Modern Love (w/Ed) episode artwork

EPISODE · May 6, 2026 · 45 MIN

The Intentional Alpha: From Financial Freedom to the Chaos of Modern Love (w/Ed)

from The Dating Chit · host Tongalag

I sit down with Ed, a Berkeley and Stanford trained engineer who had a startup exit ($8 Billion project), retired early, and is now rebuilding love after a long marriage while staying on great terms with his ex-wife. He is thoughtful, active, and honest about what it is like to re-enter online dating in midlife with real intention.We get into the stuff people usually avoid: when chemistry turns physical fast, how sex boundaries can protect trust, and why rushing into sex often clouds judgment for both men and women. We also talk about the modern breakup problem, ghosting and ending relationships through text, and how conflict avoidance shows up as avoidant attachment behaviors. We discuss self-awareness, the perfect label, anxious attachment and communications.Ed also shares the most surprising tools he is using right now: an AI dating coach and an attachment-focused AI journaling app that helped him uncover deeper patterns through Internal Family Systems style prompts. We close with practical relationship advice. If you want more clarity in dating after divorce, better communication, and stronger emotional intelligence, you will get a lot from this conversation.Resources:📗 Eight Dates by John GottmanShare your thoughts, or send in questions📝Support the show💖 Meet the host - Tongalag☀️Apply to be a guest☕️Take me out for a virtual coffee ✨Social Media

I sit down with Ed, a Berkeley and Stanford trained engineer who had a startup exit ($8 Billion project), retired early, and is now rebuilding love after a long marriage while staying on great terms with his ex-wife. He is thoughtful, active, and honest about what it is like to re-enter online dating in midlife with real intention. We get into the stuff people usually avoid: when chemistry turns physical fast, how sex boundaries can protect trust, and why rushing into sex often clouds judgme...

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The Intentional Alpha: From Financial Freedom to the Chaos of Modern Love (w/Ed)

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This episode was published on May 6, 2026.

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I sit down with Ed, a Berkeley and Stanford trained engineer who had a startup exit ($8 Billion project), retired early, and is now rebuilding love after a long marriage while staying on great terms with his ex-wife. He is thoughtful, active, and...

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