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Modern WisdomModern Wisdom

James Sexton, Matt McCusker & Rick Glassman - Mostly Wise #4

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Rick GlassmanguestMatt McCuskerguestChris Williamsonhost
Sep 28, 20263h 1mWatch on YouTube

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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 Get ChatGPT to explore ideas, solve problems, and learn faster at ⁠⁠https://chatgpt.com - 0:00 The Problem With Blowjobs and Granola 7:54 Why Being a Divorce Lawyer Is Surprisingly Sexy 13:17 Who is Fred Rogers? 16:46 Do People Hide Their Friendship With James? 20:07 Why James Tailors Every Case to the Judge 26:06 Does James Ever Feel Guilty About Winning? 29:44 Does Rick Need to Have More Casual Sex? 41:52 Why Funny and Attractive Is So Hard to Find 54:09 Are Modern Dating Standards Getting Ridiculous? 58:28 The Craziest Prenup Clause James Has Ever Seen 01:04:09 What Are Women Demanding in Prenups? 01:13:20 Can You Tell Your Partner They’ve Gained Weight? 01:16:44 Are Personal Politics Ruining Relationships? 01:27:58 Did Donald Trump Really Miss His Son’s Wedding? 01:31:53 Why Keeping Score Kills Relationships 01:41:47 Do Women Hold the Power in Sex? 01:46:14 Does Rick Always Call Out Unspoken Subtext? 01:50:33 Why Being Funny on Set Is Harder Than It Looks 01:55:12 What Happened to Multi-Cam Sitcoms? 01:59:54 What’s Britain’s Most-Watched TV Show? 02:05:59 The Most Unreal Inverse Icks 02:16:28 Why is Rick So Good At Basketball? 02:25:25 Rick’s Post-Sex Service 02:36:44 The Fascinating Timing of the C*m Run 02:38:50 How Do Vasectomies Actually Work? 02:48:29 Is Jerking Off Gay? 02:51:50 Have Young People Stopped Masturbating? 02:58:53 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

  • Rick Glassman

    guest

    Comedian and host of the podcast Take Your Shoes Off.

  • Matt McCusker

    guest

    Comedian and podcast host known for freewheeling conversational riffs.

  • Chris Williamson

    host

    Host of Modern Wisdom and interviewer/podcast presenter.

EPISODE SUMMARY

In this episode of Modern Wisdom, featuring Rick Glassman and Matt McCusker, James Sexton, Matt McCusker & Rick Glassman - Mostly Wise #4 explores A raunchy roundtable on divorce law, dating demands, and relationship drift The episode is a comedic roundtable that uses divorce-law stories, dating culture, and explicit sex talk to explore how relationships form, erode, and end.

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