Modern WisdomJames Sexton, Rick Glassman, Matt McCusker - Mostly Wise #4
Episode Details
EPISODE INFO
- Released
- September 28, 2026
- Duration
- 3h 1m
- Channel
- Modern Wisdom
- Watch on YouTube
- ▶ Open ↗
EPISODE DESCRIPTION
In the fourth episode of Mostly Wise, we explore:
- If there is any sexual tension between clients and divorce lawyers.
- Why Rick can't hook up with someone he isn't in love with.
- Where all the hot goth girls up and disappeared to.
- The craziest clauses found in James' clients' prenuptial agreements.
- How to talk to your partner about gaining weight.
- Gen Z's big problem with being the most sexless generation.
- And much more...
Guests
- James Sexton is a New York-based divorce attorney and author, known for his expertise in family law and insights on marriage and divorce.
- Matt McCusker is a comedian, writer, author and podcaster.
- Rick Glassman is a comedian, actor, and podcaster.
- Get 35% off your first subscription on the best supplements from Momentous at https://livemomentous.com/modernwisdom Get up to $350 off the Eight Sleep Pod 6 at https://eightsleep.com/modernwisdom Get 160+ lab tests for just $365 and save an extra $25 at https://functionhealth.com/modernwisdom Get a Free Sample Pack of LMNT’s most popular flavours with your first purchase at https://drinklmnt.com/modernwisdom - 0:00 The Problem With Blowjobs and Granola 8:16 Why Being a Divorce Lawyer Is Surprisingly Sexy 13:39 Who is Fred Rogers? 17:07 Do People Hide Their Friendship With James? 20:29 Why James Tailors Every Case to the Judge 26:28 Does James Ever Feel Guilty About Winning? 30:06 Does Rick Need to Have More Casual Sex? 42:13 Why Funny and Attractive Is So Hard to Find 54:31 Are Modern Dating Standards Getting Ridiculous? 58:50 The Craziest Prenup Clause James Has Ever Seen 01:04:31 What Are Women Demanding in Prenups? 01:13:42 Can You Tell Your Partner They’ve Gained Weight? 01:17:06 Are Personal Politics Ruining Relationships? 01:28:19 Did Donald Trump Really Miss His Son’s Wedding? 01:32:15 Why Keeping Score Kills Relationships 01:42:09 Do Women Hold the Power in Sex? 01:46:35 Does Rick Always Call Out Unspoken Subtext? 01:50:55 Why Being Funny on Set Is Harder Than It Looks 01:55:34 What Happened to Multi-Cam Sitcoms? 02:00:16 What’s Britain’s Most-Watched TV Show? 02:06:21 The Most Unreal Inverse Icks 02:16:50 Why is Rick So Good At Basketball? 02:25:47 Rick’s Post-Sex Service 02:37:06 The Fascinating Timing of the C*m Run 02:39:12 How Do Vasectomies Actually Work? 02:48:51 Is Jerking Off Gay? 02:52:12 Have Young People Stopped Masturbating? 02:59:14 Where to Find Everyone - Get access to every episode 10 hours before YouTube by subscribing for free on Spotify - https://spotify.modernwisdom.com or Apple Podcasts - https://apple.modernwisdom.com Get my free Reading List of 100 life-changing books here - https://chriswillx.com/books/ Try my productivity energy drink Neutonic here - https://neutonic.com/modernwisdom - Get in touch in the comments below or head to... Instagram: https://www.instagram.com/chriswillx Twitter: https://www.twitter.com/chriswillx Email: https://chriswillx.com/contact/
SPEAKERS
Chris Williamson
hostHost of the Modern Wisdom podcast.
Rick Glassman
guestComedian, actor, and podcaster who tours stand-up (rickglassman.com).
Matt McCusker
guestComedian and podcaster (Matt and Shane’s Secret Podcast).
EPISODE SUMMARY
In this episode of Modern Wisdom, featuring Chris Williamson and Rick Glassman, James Sexton, Rick Glassman, Matt McCusker - Mostly Wise #4 explores granola, prenups, resentment, and sex: a comedic relationship autopsy The episode is a comedic roundtable anchored by divorce attorney James Sexton, using sex, dating, and legal stories to explain how relationships fail and how people can design them more intentionally.
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