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Modern Wisdom · September 28, 2026 · 3h 1m

James Sexton, Matt McCusker & Rick Glassman - Mostly Wise #4 - #1156

James Sexton, Matt McCusker, and Rick Glassman join Chris Williamson for a wide-ranging conversation touching on divorce law, dating, relationships, and modern sexual mores. James shares behind-the-scenes stories from divorce and prenuptial negotiations, while Matt and Rick bring comedic perspectives. Topics include the bizarre clauses in prenups, how to discuss weight gain with a partner, the problem with keeping score in relationships, and why Rick avoids casual sex. The episode blends professional insight with humor, covering the pitfalls of modern dating and the psychology of attraction.

This summary was generated from show notes and public descriptions, not from a full transcript review. Details may contain inaccuracies.

Preview

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The Craziest Prenup Clauses James Has Seen00:58:50
James Sexton recounts some of the most unusual and creative provisions he has encountered in prenuptial agreements.
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Keeping Score Destroys Relationships01:32:15
James Sexton explains that tracking who did what or who is right in a relationship fuels resentment and undermines partnership.

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