Modern Dating Episodes

Modern Daring changes in your 50s, here's where you can come for answers.
April 29, 2025

1 BBC Strikes Again

Have you ever received a text message meant for someone else that revealed something they would never want you to know? It probably wasn't as revealing as the one I received! I have a personal story about a text I received fr...

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May 6, 2025

6 They Liked You Into a Bad Mood

This episode we find out why you aren't funny, discuss the NERVE of some people liking you and ruining your day, and explain proper driving etiquette. Also, we get into a listener email highlighting the importance of locking ...

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July 21, 2025

17 Why it Feels Like a Love/Hate Relationship

You say you need space. They say they're just "really busy." But what if what you're calling independence is actually avoidant attachment? In this episode, Trent kicks off a multi-part series breaking down the psychology behi...

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July 28, 2025

18 Are You Passionate, or a Nut Job?

Obsessively checking your phone? Losing your mind over every “k”? This is quite possibly anxious attachment. In part two of our series, we get into the chasers, and explain where this wiring comes from. We tell you how it wre...

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Aug. 4, 2025

19 Are You Secure or Just Checked Out?

You’re not ghosting, chasing, or spiraling because someone didn’t text back in three hours. So, what the hell is wrong with you? Well, you just might be securely attached! In the final part of our attachment style series, we’...

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Oct. 27, 2025

The Dating App Vetting Process and Why 98% of You Won't Make It Past …

My dating app screening process filters out 98% of matches before the first date, and has a 100% success rate with those who make it through. I'll take you from swipes to relationships, how I protect my time and why being pic...

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Nov. 4, 2025

The Best of GCT (So Far)

A quick detour before the next full episode drops. These are the moments listeners keep messaging me about. The parts where I apparently said something honest enough that it stuck. If you’re new, this is a good place to start...

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Nov. 18, 2025

The Perception Gap: Why You Never Feel Like You Belong

How do you see yourself, and how do others see you? One summer, everything changed for me on the outside. On the inside? Not so much. This episode explores why we never really feel like we fit, even when the world says we do....

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Dec. 2, 2025

Buried in the Pile: Why Dating Apps Make Everyone Disposable

This week, we're getting deep into why good people can’t focus on one person, and how choice overload means you’re always one swipe away from being replaced. It's not something you're going to want to miss.

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