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

EPISODE · Feb 16, 2026 · 2H 28M

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

from Modern Wisdom · host Chris Williamson

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

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

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

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This episode was published on February 16, 2026.

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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...

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