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The Diary of a CEO

World No.1 Divorce Lawyer: This Is A Sign You’ll Divorce In 10 Years!

125 min episode · 3 min read
·

Episode

125 min

Read time

3 min

Topics

Productivity, Relationships, Investing

AI-Generated Summary

Key Takeaways

  • Relationship Slippage: The primary reason marriages fail is gradual disconnection through small, unintentional moments of inattention. Partners stop prioritizing each other, slipping from top of the priority list to middle or bottom. High achievers particularly struggle with this as they manage intense schedules across multiple time zones. The solution requires intentional check-ins, even brief one-minute FaceTime calls during travel, to maintain presence and prevent the accumulation of disconnections that eventually become irreparable distance.
  • Weekly Relationship Ritual: Implement a five-minute weekly practice where partners exchange three specific things they love about each other, three moments that made them feel loved that week, and three areas for improvement. This systematic approach prevents resentment buildup and maintains emotional connection. Writing these down removes pressure from verbal communication. Partners who claim this feels awkward should question why naming three positive qualities about someone they chose to marry feels uncomfortable, as this discomfort often signals deeper intimacy avoidance.
  • Gender Differences in Infidelity: Men get caught cheating more frequently than women, though this does not necessarily mean they cheat more often. Men typically cheat in impulsive, careless ways unrelated to their feelings about their spouse, often describing it as having nothing to do with their marriage. Women who cheat usually signal the absolute end of the relationship, using affairs either as a soft landing place or final confirmation that the marriage is over. This distinction matters for understanding relationship dynamics and intervention timing.
  • Prenuptial Agreement Logic: Every marriage has a prenuptial agreement, either written by the couple or by state legislature through default community property laws. In California, after seven years of marriage, all assets become community property subject to equal division, including assets owned before marriage. A prenup creates three clear buckets: yours, mine, and ours, with explicit rules for each. Couples who fear discussing prenups particularly need them, as avoiding difficult conversations predicts future relationship failure when life inevitably requires hard discussions.
  • Divorce Cost Reality: High-conflict divorces can cost tens of millions in legal fees, with the higher-earning spouse typically required to pay reasonable legal fees for both sides. Dueling expert witnesses who provide partisan valuations of business assets can transform a straightforward case into years of litigation. One client paid enough in legal fees for opposing counsel to move from a small office to owning a skyscraper. These costs dwarf prenuptial agreement expenses, which are relatively automated and inexpensive by comparison.

What It Covers

James Sexton, divorce lawyer to high-net-worth individuals and celebrities, explains why fifty percent of marriages fail and how to prevent it. He covers relationship slippage, the importance of prenuptial agreements, why men and women cheat differently, communication rituals that maintain connection, and how childhood trauma shapes adult relationships. Sexton shares specific frameworks for staying in love long-term.

Key Questions Answered

  • Relationship Slippage: The primary reason marriages fail is gradual disconnection through small, unintentional moments of inattention. Partners stop prioritizing each other, slipping from top of the priority list to middle or bottom. High achievers particularly struggle with this as they manage intense schedules across multiple time zones. The solution requires intentional check-ins, even brief one-minute FaceTime calls during travel, to maintain presence and prevent the accumulation of disconnections that eventually become irreparable distance.
  • Weekly Relationship Ritual: Implement a five-minute weekly practice where partners exchange three specific things they love about each other, three moments that made them feel loved that week, and three areas for improvement. This systematic approach prevents resentment buildup and maintains emotional connection. Writing these down removes pressure from verbal communication. Partners who claim this feels awkward should question why naming three positive qualities about someone they chose to marry feels uncomfortable, as this discomfort often signals deeper intimacy avoidance.
  • Gender Differences in Infidelity: Men get caught cheating more frequently than women, though this does not necessarily mean they cheat more often. Men typically cheat in impulsive, careless ways unrelated to their feelings about their spouse, often describing it as having nothing to do with their marriage. Women who cheat usually signal the absolute end of the relationship, using affairs either as a soft landing place or final confirmation that the marriage is over. This distinction matters for understanding relationship dynamics and intervention timing.
  • Prenuptial Agreement Logic: Every marriage has a prenuptial agreement, either written by the couple or by state legislature through default community property laws. In California, after seven years of marriage, all assets become community property subject to equal division, including assets owned before marriage. A prenup creates three clear buckets: yours, mine, and ours, with explicit rules for each. Couples who fear discussing prenups particularly need them, as avoiding difficult conversations predicts future relationship failure when life inevitably requires hard discussions.
  • Divorce Cost Reality: High-conflict divorces can cost tens of millions in legal fees, with the higher-earning spouse typically required to pay reasonable legal fees for both sides. Dueling expert witnesses who provide partisan valuations of business assets can transform a straightforward case into years of litigation. One client paid enough in legal fees for opposing counsel to move from a small office to owning a skyscraper. These costs dwarf prenuptial agreement expenses, which are relatively automated and inexpensive by comparison.
  • Emotional State Manipulation: Trial lawyers manipulate emotional states as their primary function, making judges like their clients, making opposing parties feel scared, and creating favorable impressions with court staff. The best lawyers earn reputations by not amplifying conflict unnecessarily, settling cases quickly when appropriate despite potential for higher fees. This same skillset applies to relationships: partners should intentionally manage emotional states through timing conversations well, apologizing first to defuse defensiveness, and offering menus of support options rather than guessing what the other person needs.
  • Addiction as Avoidance: Addiction is anything done to avoid feeling what would be felt by doing nothing at all. Work serves as a preferred narcotic for high achievers, with the most productive periods often coinciding with personal life crises. Productivity provides feelings of control and competence that mask underlying pain. The fundamental therapy question is identifying what feelings are being avoided. Recognizing this pattern allows individuals to address root causes rather than perpetually distracting themselves through achievement, consumption, or other behaviors that prevent genuine emotional processing.

Notable Moment

Sexton shares his most shameful parenting moment: telling his crying five-year-old son to control himself and stop crying. Twenty years later, he recognizes this taught his son to suppress feelings rather than process them. He reflects that society systematically beats emotional awareness out of children, replacing internal compass with external validation metrics like followers, wealth, and appearance, creating adults disconnected from their own feelings.

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Episode Transcript

This year, most business owners have had one thing top of mind, which is how to make AI work for them because its potential is limitless. But if you don't know what you're doing, then you're guessing, which can be incredibly risky. Our sponsor, NetSuite by Oracle, helps businesses to get AI embedded throughout their organization, whether they're earning millions or hundreds of millions. NetSuite is the number one AI cloud financial system, and through their platform, you get all of your accounting, financial management, inventory, and HR in one place. Their AI connector also lets you pick the AI of your choice. Connect it with your business's data, then you can ask it questions, like how much cash on hand have we got in the company, or who are our key customers. And because all of that data is connected, it makes your AI smarter so it can automate routine tasks, deliver specific actionable insights, and help you cut the costs. Already, over 43,000 businesses have chosen to future proof their business with NetSuite. So if you'd like to learn more on how you can help your business, just get their business guide, which is called Demystifying AI, and you can get that free at netsuite.com/bartlett. If you had to give one relationship ritual to stay in love, what would that be? Once a week, tell your partner three things that you love about them and three things they could have done better. But some people thinking, well, and if I told Dave that we're gonna start writing these notes to each other, he's gonna cringe. You're not gonna do it. Bullshit. Honestly, Dave can't name three things he likes about you? Really, Dave? Is that a big ask? I absolutely call on that. The bigger question is, what's uncomfortable about that for you? And look, I'm not a therapist. I'm a divorce lawyer. I represent some of the most high achieving minds, athletes, entrepreneurs, and they're just as bad at this as anybody because there's a part of us that's afraid to poke at, what do you love about me? What am I getting wrong? And it's not just romantic relationships. Like, my mom died ten years ago after a long battle with cancer. There was a lot between us that needed to be said and wasn't said. And there's a part of me that wishes she was here so that I could have apologized for some things I got wrong, but we don't do that Because people just don't want temporary discomfort. And so I think there's something deeply courageous about love, about commitment, about saying, I'm gonna give them the opportunity to hurt me. Like, it's scary, but I'm brave. You know, your marriage will end. It ends in death or divorce. And for two people at the end of their relationship to say, this person helped me become the most authentic version of myself. That's the greatest gift you could give to another human being. …

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