How to Have the Prenup Talk...

How to Have the Prenup Talk

All couples want to know the solution to their problems. If a couple is doing a prenup, they want to get to the place where the details of the prenup are finalized. If a couple is talking about which country they’re gonna live in, they really want to get to the answer: is it America or Spain? 

So what I help people do — and this seems really weird and paradoxical — is have this other conversation first.

You, your partner, and I are not gonna try and find a solution.

Instead, you’re going to deeply share about your feelings, your fears, the needs you’re worried you’re not going to have met, what your thoughts are, what are the worst things that could happen to you both… 

In fact, we’re going to man the doors and the windows and keep everything else out as long as possible so we can primarily focus on you sharing what your experience is in relationship to your prenup.

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Remember, rarely does a solution make things better. What makes things better is connection.

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The Connection Conversation

A prenup is just a horrible thing to do right before you get married. 

Just think about what a prenuptial agreement is: you literally legally make plans for all the worst case scenarios — should it be divorce, cheating, joint custody of the kids.

So one of you might go, “I want a prenup. I want a prenup. How do I get a prenup?”

All the while, you’re not even accessing inside yourself…

‘Throughout my life I’ve had my heart broken by friends who eventually reach out to me for help to invest in a business or to help one of their family members. It makes it very hard for me to trust that it’s actually me someone’s in relationship with and not my money.

So even if I’m not consciously scared in that way right now, I’m worried that the prenup process is going to bring up that deep pain and trauma and fear inside of me.’

‘I want to be your top priority and the most important thing to you, but what scares me is that having a prenup means that I’m not your priority, I’m not special to you, you love me conditionally. 

And it’s just really painful to not feel I’m the most important person in the whole world to you. It feels like your money, your family‘s money, and your business is more important than me. 

And even if I don’t feel that now, I’m really worried that the prenup process is going to bring up those fears and that pain for me.’

The Relationship Time Machine

Let me demonstrate with a quick story — not about prenups, legacy, or which country to live in, but a story about… chores.

Teale and I used to fight every night about who does the dishes. Every. Night.

I come home from work and Teale’s there with Grace in her arms. I’m like, “I’m so tired. Would you do the dishes tonight?” 

And she looks at me like, “Are you kidding me? I’ve been with Grace all day, and you think I’m the one to do the dishes? Do you not value me at all? You chauvinist pig.”

I’m like, “Are you fucking kidding me? I did seven sessions in a row. What do you think I want to do right now?” And then I go, “Fine, I’ll do the dishes.” 

Teale: “Never mind, I’ll do them.”

Couple in bed with laptop accessing online executive couples therapy from home

Because we were having this fight every night, I got so pissed off that I spent two weeks on Reddit and ChatGPT and worked out how to build a time machine.

So I tell Teale in the middle of the next fight, “Wait one minute!”

I run into our guest bedroom, jump in the time machine, and set it for 20 minutes into the future. I jump out of the time machine and I hear music playing…

I look into the kitchen, and there the two of us are, listening to sexy Barry White music. I’m washing the pots and pans. I’ve made extra bubbles and I’m flingin’ the bubbles at Teale. Teale is rubbing the countertops and she has her little dish cloth in hand and she’s flickin’ bubbles back at me. We‘re laughin’ and we’re drinkin’ French wine. We are having the time of our life.

Aha! So I quickly get back in the time machine, go back 20 minutes, get back out of the time machine, and run over to Teale, who’s still hurt.

Busy executive rushing through time emphasizing need for intensive couples therapy retreat

I tell her, “Hey, I know exactly what we’ll do: I’m gonna do the pots and pans! We’re going to make extra bubbles, I’m gonna fling those bubbles at you. You’re going to do the countertop, and you’re going to fling the bubbles back at me. We’re gonna listen to Barry White, drink wine, and have the time of our life.”

She looks at me, and you know what she says..?

“Fuck you.” 

And she storms off to the other end of our San Francisco railroad car apartment.

I’m like, “What the fuck?”

The solution didn’t work. So I go into the guest bedroom, beat the shit out of the time machine (because I’m Irish, I’ve got a temper problem), and I go to bed that night pissed, both Teale and I not talking to each other, sleeping in the same bed.

(Luckily Grace is in the middle because we’re co-sleepers like that.)

Couple peacefully sleeping together after rebuilding intimacy through intensive marriage counseling

But then it hits me. About four in the morning, I wake up, I jump upright, and I realize why the time machine didn’t work…

We skipped the connection! 

We did what everyone wants to do: We tried to jump to the solution. 

Jumping to the solution doesn’t work.

Here’s the thing, the 20 minutes was when I went, “Hey, listen, I can feel really overwhelmed and I feel like I’m all alone with stuff. That’s why I wanted you to do the dishes tonight.”

And she’s like, “Look, I can feel like I’m not valued and like you don’t think I’m working when I’m here at home.”

Through that process of realizing we were stuck in a cycle where we were both hurt and we were both hurting each other, I had empathy for her, she had empathy for me, and we had empathy for each other. 

I had compassion for her, she had compassion for me, we had compassion for each other.

Couple having meaningful conversation after VIP marriage counseling session for high performers

Here’s the crazy thing: What wasn’t available before is now available. 

I wash the dishes works. 

She washes the dishes works. 

We wash the dishes and do weird shit with bubbles works. 

Nobody washes the dishes tonight works. 

Its fucking magic!

If you have the connection conversation there are just so many possibilities now that work.

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Fiachra "Figs" O’Sullivan is a renowned couples therapist and the founder of Empathi.com. He believes the principles of secure attachment and sound money are the two essential protocols for building a future filled with hope. A husband and dad, he lives in Hawaii, where he’s an outrigger canoe paddler, getting humbled daily by the wind and waves. He’s also incessantly funny, to the point that he should probably see someone about that.

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Frequently Asked Questions

How do I bring up a prenup without my partner thinking I don't trust them?+
This is exactly why the prenup conversation goes sideways for most couples. You're trying to solve the logistics before you've done the emotional work. Your partner hears 'prenup' and their nervous system screams 'you're planning to leave me!' Meanwhile, you're just trying to be practical. The fight isn't about what you think it's about. Before you talk dollars and clauses, you need to share the deeper stuff: your fears about money, what financial security means to you, what you watched your parents go through. When both people feel truly heard about their underlying fears, the prenup becomes a tool for protection, not a weapon.
Why does my partner get so emotional when we try to discuss prenup details?+
Because you're asking their nervous system to stay calm while discussing the legal framework for your potential divorce. That's like asking someone to relax while you show them the fire exits. We're all babies in love, meaning our attachment system treats threats to the bond as existential threats. Your partner's reaction isn't childish, it's childlike, and it makes perfect sense. The Waltz of Pain starts when one person tries to push through the practical stuff while the other person is drowning in abandonment fears. You have to slow down and tend to those fears first.
Should we use a mediator or lawyer for prenup discussions?+
You need someone who understands that this isn't just a legal document, it's an emotional minefield. Most lawyers and mediators are trained to solve the problem, but the solution is never the problem. The problem is that you're trying to jump ahead in the Time Machine before you've connected emotionally about what this all means to both of you. If you're struggling with these conversations, Figlet, our AI relationship coach, can help you practice having these deeper conversations before you ever sit down with legal professionals. Get the emotional foundation right first, then the legal stuff becomes much easier.