The Overthinker’s Guide
The Overthinker’s Guide is a podcast for people who think deeply about everything—and don’t always know what to do with it.
Each episode, we take a real situation and think it through with you.
The texts you reread.
The conversations you replay.
The decisions you second-guess.
Instead of spiraling, we break it down.
We look at what you’re feeling, what you’re assuming, and what’s actually real.
You’ll hear honest conversations, different perspectives, and grounded advice—like sitting with people who won’t judge you, but also won’t let you stay stuck.
This is a space where overthinking isn’t a flaw.
It’s something you can use.
If your mind tends to run ahead of you, this is where you learn how to catch up to it.
Episodes
22 episodes
Fun Anxiety
You know what it is… you start getting frustrated at the idea that your expectation of a fun day isn’t going to actualize exactly as you want!
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Season 2
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Episode 3
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52:11
Feminism
A new over-thinker and out spoken feminist joins the episode today. Ethan and I tackle explaining feminism today.
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Season 2
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Episode 4
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40:44
Segg's Ed.
In this episode, we dive in to the intriguing world of sexual education.In classic, OTG fashion, we've added a twist! How well do YOU know sex??Get ready to laugh your way through this entertaining and enlightening experience.
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Season 2
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Episode 1
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48:41
The Menzies
Ladies and .. - well actually mostly ladies- this episode is debunking the myths of aunt flow. Dispelling the rumours of that time of the month and mostly complaining about how much it sucks sometimes. Can I get an Amen?
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Season 2
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Episode 3
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41:04
Getting Older.
Growing up isn't easy, but there are some fun bits along the way. This episode is about our perspective on age.
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Season 2
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Episode 2
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48:23
What the Locals Do (Cape Town)
We are back! This one is a big shout out to our gorgeous home city. We spend the episode rating different local spots with our completely made up rating system- that we hope catches- and we reminisce on times we went there.
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Season 2
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Episode 1
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44:38
Lies.
The spectrum of lies may be broader than you think. How often do you find yourself leaning into a lie. Do you have a tell? Join Ron and I as we grill each other about the lies we tell.
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Season 1
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Episode 12
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52:20
The Devils Advocates
Never be caught on the wrong side of history! In this episode, Ronlyn and I bounce between good and evil as we look at both sides of the coin. Maybe we'll even flip YOU.
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Season 1
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Episode 11
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54:33
Awkward Sex
Being sexy is not always easy. This week we have someone extra to chat with about the do's and dont's of the bedroom.
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Season 1
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Episode 10
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1:02:42
Self Motivation.
We deep dive into what we think motivation is. Is it relative to each of us? Do we need it and what purpose can it serve in a modern lifestyle?
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Season 1
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Episode 9
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1:13:03
Scary Walkthroughs
A Halloween special of horror. Follow along as we go on a scary journey through possibility. Listen to Ron as she makes choices to keep herself alive. With each turn of the story Amber sets the scene, and tests your nerve. What would you ...
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Season 1
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Episode 8
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40:09
Unanswered questions of life.
Ron and I go deep in to the most daring questions of life and , of course, find the grandest answers. Join us and open your third eye to a new world. Lol!
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Season 1
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Episode 7
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59:55
Relationships.
Ron and I over think relationships from both ends of the spectrum. I give her advice and she gives me some. Maybe it's something you've been over thinking as well.
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Season 1
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Episode 6
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1:04:16
Context.
Context is everything! In this episode we throw outlandish scenarios at one another and challenge each other to make sense of it with the right context.
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Season 1
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Episode 4
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55:59
Facts.
This episode is all about facts. We discuss some interesting facts and our take on them. Join us on a tangent of fact finding.
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Season 1
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Episode 3
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58:43