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Modern Wisdom

The Case Against Condoms & Fake Friendship - Rick Glassman - #1060

Modern Wisdom

Chris Williamson

Society & Culture, Health & Fitness

4.65.9K Ratings

🗓️ 16 February 2026

⏱️ 148 minutes

🧾️ Download transcript

Summary

Rick Glassman is a comedian, actor, and podcaster. Why do humans act so complicated? We’re simple creatures — farts are funny, everyone does awkward stuff, yet we all pretend we don’t. Maybe life gets better when you lean into the weird instead of hiding it. So how do you embrace being different and find the fun instead of stressing about it? Expect to learn how Rick’s brain works, what his favourite show and jokes are and how they shaped him, the top things that are difficult to look cool while doing, why using "condoms" with friends are useless, how to handle our people pleasing tendencies for good, why humans are so hard to interact with at times, the awkward feelings of becoming intimate with someone, the biggest message Rick Glassman wants to give out in the world and much more… Timestamps: (0:00) How to Set Boundaries (11:01) Should We Ask More Questions? (20:30) The Power of Being Honest About Who You Are (32:50) Self-Love vs Self-Improvement: Finding the Balance (44:40) Are People Pleasers Actually Being Selfish? (53:55) Is Farting Actually Funny? (01:06:06) Are You Honest About What You Really Want? (01:15:21) The Right Way to Approach Someone New (01:25:50) The Power of Reverse Charisma (01:29:20) Breaking Through the Confines of the Game (01:35:01) The Fastest Ways to Look Uncool (01:39:01) The Hidden Rules of Conversation We Ignore (01:49:01) How to Handle Flakiness (02:03:02) Why Being Included Feels So Good (02:13:26) How to Build a Top Podcast (02:25:00) Where to Find Rick Sponsors: See discounts for all the products I use and recommend: ⁠https://chriswillx.com/deals⁠ Get a Free Sample Pack of LMNT’s most popular flavours with your first purchase at https://drinklmnt.com/modernwisdom Get a free bottle of D3K2, an AG1 Welcome Kit, and more when you first subscribe at https://ag1.info/modernwisdom Get 35% off your first subscription on the best supplements from Momentous at https://livemomentous.com/modernwisdom New pricing since recording: Function is now just $365, plus get $25 off at https://functionhealth.com/modernwisdom Extra Stuff: Get my free reading list of 100 books to read before you die: ⁠https://chriswillx.com/books⁠ Try my productivity energy drink Neutonic: ⁠https://neutonic.com/modernwisdom⁠ Episodes You Might Enjoy: #577 - David Goggins - This Is How To Master Your Life: ⁠⁠⁠lnkfi.re/SN-Goggins⁠⁠⁠ #712 - Dr Jordan Peterson - How To Destroy Your Negative Beliefs: ⁠⁠⁠lnkfi.re/SN-Peterson⁠⁠⁠ #700 - Dr Andrew Huberman - The Secret Tools To Hack Your Brain: ⁠⁠⁠lnkfi.re/SN-Huberman⁠⁠ - Get In Touch: Instagram: ⁠https://www.instagram.com/chriswillx⁠ Twitter: ⁠https://www.twitter.com/chriswillx⁠ YouTube: ⁠https://www.youtube.com/modernwisdompodcast⁠ Email: ⁠https://chriswillx.com/contact⁠ - Learn more about your ad choices. Visit megaphone.fm/adchoices

Transcript

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0:00.0

I'm cosplaying into you.

0:01.7

What do we think?

0:02.3

How do you rank my...

0:03.5

I would wear it. Nailed it. And I was flattered because we don't really know each other, but you said, like, are you going to wear a nice jumper? And I'm like, that's kind of my thing. Yeah, of course it is. You seem like a very cozy guy. If I could describe you in a single word based on five minutes of interaction watching some stuff on the

0:21.9

internet it would be cozy i like to wear things that i could sleep in but i also know that sometimes

0:28.6

if you show up someplace wearing something that sometimes you wear something someplace and people feel

0:33.1

offended based on what you're wearing and it's like, okay. So let me just find some really cool clothes

0:39.3

that I could trick you into thinking is, oh, look it, I could wear this to the big dance,

0:43.0

but also I could go home and sleep in it. No, I optimize for comfort as well. Mine leans a little bit

0:49.3

to sportswary, which there's not really much that you can do to kind of elevate sport if you're going out for a

0:54.9

dinner or whatever and you're in a like a lulu lemon fucking t-shirt or something you're a little bit

1:00.1

when you wear sports clothes you're not wearing something to elevate the clothes you're wearing

1:04.4

clothes to elevate the body and you have a body for it i've been saying it for weeks but you have

1:08.8

a body that shows the veins so well this Well, this, I could get away with this. I feel like, uh, it's like a cup of cocoa, like both hands, holding it with both hands. It's very important. Another way I think of that is like, if this were a rom-com in the early 2000s, and you would be a beautiful woman and you would, you would be wearing that but you would be it would be like this yeah and you would be a beautiful woman and you would you would be wearing that but you

1:28.1

would be it would be like this yeah and I would think you were ugly as shit until you took

1:32.9

your glasses off I'd have my glasses down here oh you're ugly hairs up in a bun and I'd like

1:36.6

pull them like this and go oh yeah then you get a can I say boner yeah yeah then you get a bonner

1:42.4

yeah then you get a bonner uh-huh I heard you talk about, like, random erectile dysfunction and the subsequent fall at the, the, sort of, the negotiation.

1:54.6

Where did you hear me talk about this?

1:55.9

You were freestyle, someone who was like on your show.

1:58.5

Yeah, with Coast Contra.

1:59.6

Yeah, and you were trying to explain

...

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