Episodes

Sept. 9, 2025

22 You Can Take That to the Bank

You’ve heard these phrases your whole life. But have you ever stopped to ask what the hell they actually mean? This week we look at the bizarre origins of things like “kick the bucket,” “riding shotgun,” “bite the bullet,” an...

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Sept. 15, 2025

You Can Be Anything (And 9 Other Lies)

Turns out, those feel-good pieces of advice we've probably all given are nothing but lies. In this episode, we'll tackle 10 classic pieces of bad advice and explain why they keep people broke, stuck, single or miserable. You’...

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Sept. 22, 2025

Start the Thing: How to Beat Perfectionism and Actually Begin

A listener named Bethany reached out to us. She has been considering starting a podcast for months. She has the name, the microphone, and the concept, but she hasn’t recorded anything yet. Her fear is that it won’t be good en...

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Sept. 29, 2025

Can You Rebuild Trust, or Is It Gone for Good?

In this episode, I get into the truth about broken trust, can you actually rebuild it, or is it gone forever? From relationships, to family, to shady bosses, I break down what happens when trust is lost and why most people wa...

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Oct. 5, 2025

Can You Actually Change Your Mind?

In this episode, we explore 10 harsh truths about why our brains resist change so fiercely.

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Oct. 20, 2025

From "Just a Tool" to "You're a Tool": The AI Takeover

AI isn't "just a tool" anymore. And soon, you will be. We lay out the phases from helpful assistant to human obsolescence, why every job's vulnerable, why the experts are full of shit, and what you can do about it now. This i...

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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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Oct. 30, 2025

Usefulish: So, You Wanna be a Cowboy?

Usefulish is all about the weird threads between the past and the present. The outdated customs, bizarre social rules, and how none of us are as evolved as we think. This is another show I created and I think it fits right in...

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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. 9, 2025

If You're Bored, Then You're Boring

I’ve been living in a hotel with my dog, Holly. Not on vacation, but stuck between homes, routines, and tourists in the elevator. This week, I discuss holding it together when nothing feels familiar while pretending everythin...

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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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Nov. 25, 2025

Why You Only Miss Relationships After They End (And How to Be Present…

Ever wonder why we only recognize the best moments after they’ve slipped by? This episode dives into the ache of missing wonderful chapters, even as you’re living them. From leaving behind messy apartments and old relationshi...

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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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Dec. 8, 2025

Everyone's Dating Younger (So Who's Left for Us?)

This episode breaks down why the dating pool feels smaller than ever, what happens when you have to be better than someone's already good life, and how to handle age gap relationships. Plus, a listener question about dating y...

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Dec. 16, 2025

The Reset Button: Modern Dating Had It Coming

Resetting your profile sounds like a hack. Sometimes it’s just replaying the same disappointment. Here’s what the algorithm is doing, when resets help, when they tank you, and the real strategy that gets you seen.

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