About this episode
Do you want to know why your relationship keeps failing? Divorce Lawyer James Sexton discusses relationship advice, the impact of AI on love, communication skills, why prenups are rising, and why people stay in toxic cycles! James Sexton is America's top divorce lawyer with over 2 decades of experience in divorce and family law. He is the founder of a private law firm, and bestselling author of books such as, 'How to Stay in Love' and 'If You're in My Office, It's Already Too Late'. He explains: ▪️The "yours, mine, ours" framework for a fair prenuptial agreement ▪️How AI companions and algorithms are quietly destroying human intimacy ▪️Why social media has become the ultimate infidelity-generating machine ▪️The 1 communication exercise involving a monk that saves marriages ▪️The "seven-year spike" that triggers automatic asset sharing 00:00 Intro 02:47 How to Avoid Ending Up in Divorce 06:28 When to Give a Relationship a Second Chance And When Not To 10:50 Why Prioritizing Your Partner Can Save Your Relationship 25:36 What Signals the Start of a Fading Relationship 30:47 What to Do When the Relationship Starts to Fall Apart 41:07 The Powerful Ritual Every Couple Should Practice 49:51 How Your Childhood Shapes the Way You Love 51:47 The Real Reason Relationships Fail And How to Stop It 58:30 Can Independent People Truly Find Lasting Love? 1:08:54 Are You Focused on the Wrong Things in Your Relationship? 1:13:54 How Addiction Blocks You From Feeling Love 1:15:00 Why You Shouldn’t Give Up on Love Even If It Hurts 1:20:36 Do Prenups Actually Make Marriages Stronger? 1:21:46 I'm Scared to Ask for a Prenup, Here’s What to Do 1:23:58 True Divorce Stories You Won’t Believe 1:29:37 Why a Prenup Might Be the Healthiest Choice for Your Marriage 1:44:01 Should You Get a Prenup for Your Pets? 1:47:31 Is Divorce Really Becoming More Common? 1:52:58 The #1 Mistake Couples Make After Marriage 1:56:44 Why Authenticity Is the Most Attractive Trait in Love Enjoyed the episode? Share this link and earn points for every referral - redeem them for exclusive prizes: https://doac-perks.com Follow James: Instagram - https://linkly.link/2a6EF X - https://linkly.link/2a6EH YouTube - https://linkly.link/2a6EZ Website - https://linkly.link/2a6EL You can purchase James’ book, ‘How Not to F*ck Up Your Marriage: Straight talk from a divorce lawyer who’s seen it all’, here: https://linkly.link/2a6EQ The Diary Of A CEO: ◼️Join DOAC circle here - https://doaccircle.com/ ◼️Buy The Diary Of A CEO book here - https://smarturl.it/DOACbook ◼️The 1% Diary is back - limited time only: https://bit.ly/3YFbJbt ◼️The Diary Of A CEO Conversation Cards (Second Edition): https://g2ul0.app.link/f31dsUttKKb ◼️Get email updates - https://bit.ly/diary-of-a-ceo-yt ◼️Follow Steven - https://g2ul0.app.link/gnGqL4IsKKb Sponsors: Stan: Join Stan’s Dare to Post 30-day Challenge. Post one video per day for 30 days. Finish the challenge and split $100,000. NO PURCHASE NECESSARY. VOID WHERE PROHIBITED. For Official Rules, visit https://DaretoDream.stan.store Pipedrive - https://pipedrive.com/CEO Apple Card - https://Apple.co/get-daily-cash Apple Card issued by Goldman Sachs Bank USA, Salt Lake City Branch. Offer may not be available everywhere. Terms and limitations apply.
Episode summary
If you had to pick one ritual to help us stay in love, what would it be? And be honest, because if I tell my partner we’re going to do weekly notes, he might cringe and bail.
Once a week, name a few things you adore about your partner and a few ways you both could improve; keep it short and real. If that feels scary, that’s the point—love asks for courage, not comfort, and the win is helping each other become truer selves.
I just got engaged, so help me not mess this up—what’s the most likely reason my fiancée would end up in your office?
High-achievers lose their partner by stop noticing them, not by failing to provide. Tiny, consistent check-ins—one thoughtful text, a quick call about a song that reminded you of them—keep someone feeling valued.
Zooming out, where are we as a culture on love?
We crave real-world connection more than ever, but we lack the tools to find it and keep it; hunger is up, skills are down.
Given what you see, what mistakes am I most at risk of making?
Protect the ‘you’re my favorite person’ feeling you have now, even knowing love is risky; it is still worth the attempt.
Do you ever try to stop a divorce?
If I sense therapy or a pause could help—especially after an affair, job loss, or another shock—I send people to get support before they torch the relationship.
Are the reasons people come to you different across men and women—especially around cheating?
Men get caught more and often cheat impulsively, while women’s affairs often signal the relationship is already over; temptation is human, but discipline means trading what you want now for what you want most.
I can hyper-focus and forget to check in, but when we’ve scheduled time, I’m fully present.
That presence matters, and we also need intentional, brief signals of care; most of us were never taught this.
We’re opposites, and I’m learning to check in daily; I promised a short FaceTime each day.
Treat love like the job you wanted so badly in the beginning and keep doing performance reviews; we forget that the relationship we once chased is the one we now manage.
Do social media and rom-coms warp our expectations?
Movies are emotional fantasy that end right before real life starts; relationships are neither effortless nor misery—they require attention, and reminders help.
If I filed for divorce someday, what reason would I give?
You’d cite something big—an affair, a brutal fight, a financial crash—but underneath it would be this: we lost the plot; engagement is only a symbol, and you two write what comes next.
What makes couples lose the plot?
Slippage—many small disconnects that feel too minor to address; people notice but avoid the discomfort of naming it.
If things are a bit worse but not broken, what should we do?
Talk while it’s a puddle, not a flood; frame it gently, own your part, and invite solutions, even starting with an apology to lower the heat.
We need to be more patient in conflict and slow down to really listen.
Pause your fixer reflex and ask what support is wanted; offer a simple menu—listening, advice, distraction, affection, or a walk—and pick one if they do not know.
Give us one ritual that most boosts staying in love.
Once a week, spend five minutes to share three appreciations, three moments you felt loved, and three ways to improve; if you claim you have no time, you actually need more.
Some still will not do it; I’ve felt a bit avoidant myself.
We dodge this because we fear we are unlovable; keep it simple, even write it down if words are hard—anyone can name three things.
Does attachment style fit what you see, and what do you personally struggle with?
Early wounds echo loudly; my hardest thing is asking for help, born from an alcoholic home where needs were shamed, and therapy helped me befriend that scared kid.
We glorify independence and it can block intimacy.
I tried to kill my soft side to be a mercenary litigator, then learned strength and warmth can coexist—and each makes the other better.
What should friends who cannot find love ask themselves?
Identify when the pattern began, ask honest friends for feedback, drop the highlight reel, and admit when you are drowning; we all have parts that need work.
Why is there so little space to work on connection?
We’ve been taught to prize money and image; switch the metric to peace and joy.
‘How do I feel’ should be a core measure.
I once told my son to ‘control yourself’ and regret it; lead with feelings and help each other name love, desire, and disconnection.
We distract ourselves to avoid feeling.
Addiction is anything you do to escape what you would feel if you did nothing; ask what you are afraid to feel, because work can be a drug too.
Give people one reason to take love seriously.
The best moments of life are when we feel and give real love; fame is like artificial sweetener, but a tended bond can feel full and safe.
Do prenups help, and what about trust—my friend’s divorce became a years-long war with dueling experts.
Prenups help because you make the rules instead of the state; if you’re scared to bring it up, that’s exactly why you should, since court battles can drain fortunes and good lawyers aim to settle, not inflame.
Explain prenups simply.
Think ‘yours, mine, ours’—without one, commingling turns almost everything into community property that’s messy to divide; avoid sunset clauses that create perverse incentives, and talk safety and fairness early while you are loving, not later when you are angry.
I talked with my partner, and we both want a prenup to protect what we’ve each built; since I earn more and we may have a big family, I’m planning to contribute more so she’s secure if anything ever happens.
People are now doing “petnups” because courts once treated pets like property, which led to grim outcomes like a judge ordering a beloved dog sold and the cash split; it’s better to agree up front on medical decisions, visitation, and what happens if you separate.
Legally, the fights usually start when a couple buys a pet together, never decides who owns it, and then both claim it during a breakup.
Divorce filings dipped during the pandemic when courts were hard to access, then jumped as they reopened and now are edging up again, though those stats only capture finalized cases; meanwhile, fewer people are marrying and they’re doing it later.
Younger couples are divorcing less because they marry later and often live together first, but “grey divorce” has surged since the 1990s for people over fifty and even more for those over sixty-five.
Longer, more vital later lives, aided by things like hormone therapy and sexual health meds, make some older adults unwilling to stay in unhappy marriages; millennials may look good now, but their marriages are still young and many splits brew slowly before they break.
More women having careers and retirement savings, plus less stigma, also makes later-life separation more feasible.
I agree—divorce isn’t seen as a moral collapse so much as one chapter ending and another beginning, and millennials may do better by entering with saner expectations instead of expecting one person to meet every need.
Which book connected most, and why did it land the way it did?
My how-not-to-get-divorced book has done well because it’s a mechanic’s view, not a showroom speech; I map the predictable failure points couples hit so they can maintain the relationship before it breaks.
What essential piece about keeping love alive did we miss?
Two traps ruin marriages: assuming the wedding will change your partner or assuming marriage freezes everything in place; the fix is steady, judgment-free conversation as life shifts so you can adapt together.
My hope is your marriage ends only in death and that you can truthfully say you helped each other become your most authentic selves and stayed each other’s favorite person.
Why make authenticity the center of it?
Because love isn’t sculpting someone into your vision; it’s serving who they truly are and helping with the blind spots, like an archer guiding the arrow even as the wind has its say.
It’s scary because there are so many ways to mess it up, which is why it takes real courage.
It’s brave precisely because it’s scary—and the reward is shared self-discovery that can ripple from family to community to culture.
Our closing tradition: what’s the most significant dream you’ve had this year, and how did it change you?
I dreamed my late mother sat quietly beside me, and I woke calm, feeling seen without words; it taught me to talk less and be present more with the people I love.
In the end, it all circles back to love, yet we often chase it in the wrong ways.
We confuse achievement with being worthy of love, but what lasts is becoming yourself and the love you share; everything else is just noise—thank you, my friend.