This week, we’re joined by a new guest, Chris, as we dive into the messy world of morally grey characters, people, and actions. We explore betrayal by friends, the blurred lines between right and wrong, and whether certain choices can ever be justified. From real-life situations to fictional icons like Joe from YOU and Walter White from Breaking Bad, we unpack what makes someone truly “bad”

This week’s bonus content episode dives even deeper into the morally grey—where things get darker, messier, and way more questionable. We talk about actions that might cross the line into serious territory (allegedly), and debate whether certain behaviors are forgivable... or something else entirely.

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Timestamp (ep. 14)

0:00 - Intro

0:23 - Who is Chris?

3:10 - How did Jordan meet Chris?

10:22 - How did Chris start selling?

15:40 - Gold Digging Men

18:54 - Betrayal by friends

21:38 - Viet and his extracurricular activities

28:13 - Why did Chris go to prison?

30:40 - What it’s like wearing an ankle monitor + What it’s like getting out

35:12 - Prison politics

38:38 - Fighting in Prison

43:01 - How to stop fighting. Chris’ advice for Viet

45:12 - Chris gives background on Jordan

48:29 - Morally Grey Character segment

52:51 - Joe from YOU

57:46 - Walter White from Breaking Bad

1:07:58 - Is Viet Trap a bad guy?

1:09:26 - Is Edward Snowden a bad guy?

1:16:04 - Thomas Shelby

1:23:11 - Talking about Harry Potter

1:28:24 - Morally grey actions

1:32:49 - Telling someone you’re not the one after sleeping together

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