How to Tell Your Kids What They're Getting, Before You're Gone
August 28, 2026
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Show Notes
Eddie and Betty's Conversation
Welcome back to The American Retirement Advisor. I'm Betty, and Eddie is here with me in the studio today, and we are getting into something that I think a lot of our listeners have been quietly avoiding. We are talking about the inheritance conversation. Not the legal paperwork side, not which accounts go where technically, but the actual conversation. The one you sit down and have with your kids. Eddie, I want to start by just saying, I think this might be the most emotionally loaded thing we have ever covered on this show.
That's a fair warning to give people. Ian Schaeffer wrote this piece, and he opens it with a story from his own family, his father sitting with a couple who had everything set up. Trust, beneficiaries, the house was going to the kids cleanly. And his dad asked them one simple question: what do the kids know about all this? And they went quiet. The husband finally said, we figured we'd let them find out. We didn't want them counting on it.
That is such a recognizable moment. I can picture that exact couple. They have done everything right on paper, and they genuinely believe they are protecting their kids by staying quiet.
And Ian's point is that the protection isn't working the way they think it is. Because here's what's actually happening: the kids can already see the paid-off house. They can see the two cars, the trips. And every adult child quietly does the math. The parents think silence is keeping expectations off the table. What it is doing is leaving the kids to fill in the blanks themselves.
And the kids aren't just sitting there passively, either. People who are guessing about money are not neutral about it.
Ian puts it bluntly in the piece: whoever estimates always estimates wrong, and usually against each other. That line stayed with me. Because it's not just that they get the numbers wrong. It's that the uncertainty becomes a source of friction between siblings before anyone has even passed away.
So the silence doesn't protect the family. It sets up the conflict.
That's the reframe. And he says it plainly: when you don't tell your children what's coming, you don't remove the expectation. You just remove the explanation. And his whole argument is that the explanation is the only part that ever really mattered.
Okay, so I want to push on the resistance for a minute, because I don't think people stay silent because they're lazy about it. There are real reasons this feels impossible to bring up.
Ian actually names that resistance directly. He says the reason families tell themselves is a noble-sounding one: we don't want the kids to get lazy, or greedy, or to start spending it in their minds before we're even gone. That sounds responsible. That sounds like good parenting.
But he's saying there's usually something else underneath it.
And that's where it gets a little uncomfortable to sit with. He says if the split isn't equal, and he says it often isn't, people don't want the conversation about why. So the plan becomes, let the paperwork do the talking after we're gone. The lawyer can explain it.
And then he just dismantles that completely.
Three sentences, and they're devastating. He says: the lawyer cannot explain it. The lawyer can only read it. Explaining it is your job, and you only get to do it while you're here.
I want to sit with that for a second because there's a real legal and practical element there that I think people miss. A lot of families genuinely believe the attorney at the reading is going to be the one who makes sense of it all for their kids. And that is just not how it works.
It's not. The attorney's job is to execute the documents, to make sure the transfers happen correctly, to make sure the legal wishes are followed. Their job is not to explain to your daughter why her brother got more of the estate. They don't know. They weren't in your marriage. They weren't at the dinner table when those decisions were made.
And so that explanation just doesn't happen. It's gone.
It's gone. And that brings us to what I think is the most important idea in the whole piece. A will tells your kids what. Only you can tell them why. And Ian says the why is what keeps a family together.
Walk me through the example he uses, because he makes this very concrete.
So he describes what happens when an unequal split shows up as a surprise at a reading. The child who received less doesn't process it as a financial decision. They hear a verdict on how much they were loved. No document can address that feeling, because the person who could have explained it isn't there anymore.
That framing is really hard to hear and also really true.
But then he shows the other side. He gives actual examples of what it sounds like when you say it in person. Things like: your brother got the down payment help when he was struggling, so this evens things out. Or: you have the career, your sister has three kids and one income. Said out loud, in your voice, with your face, Ian says it lands as fairness.
And then he says the exact same numbers, read cold off a page after the funeral, land as favoritism.
Same decision. Completely different family. That's his line, and I think that is the whole article right there in six words.
It's the context that changes the meaning, not the dollar amount.
And that window closes whether you've used it or not. That's the part people don't think about until it has.
So let's get practical, because some of our listeners are nodding along right now going, okay, I believe you, I need to have this conversation, but I have no idea how to open it without it either feeling like I'm summoning everyone to a board meeting or making them feel like I'm about to tell them I'm dying.
Ian addresses this directly. He gives specific language, actual sentences you can use in your own voice, and I think it's worth going through them because so much of the resistance to this conversation is just not knowing how to walk through the door.
What's the first one?
For bringing the family together without alarming anyone, he suggests something like: I want to get everyone in one room, not because anything's wrong, but because I'd rather you hear our plan from me than piece it together later. I want you to be able to ask me anything. That framing immediately takes the emergency out of it.
Because the reason families panic when they get summoned like that is they assume someone is sick or something bad has happened. That sentence neutralizes that right away.
And then for the fear that this becomes a promise the kids build their financial lives around, he suggests: this isn't a secret, and it's not a promise you have to plan your life around. It's just so nobody's ever left guessing what we wanted. Again, it sets the tone without creating pressure in either direction.
So it's really about keeping them informed and keeping them grounded at the same time. You're filling in the blanks, but you're not handing them a budget.
Right. And then he gives a third one, which he calls the one that matters most, and it's specifically for when the split isn't even. He suggests something like: we didn't divide this equally, and I want to tell you why myself, so you never have to wonder. It was never about loving one of you more. Let me walk you through how we thought about it.
That sentence does so much work. It names the thing before anyone can start imagining what it means.
That's exactly Ian's point about it. He says that sentence does the whole job. It names the hard thing before anyone can imagine it into something worse, and it puts your love on the table right next to the numbers. And I think that pairing is what makes it work. You're not just explaining the estate plan. You're saying, here is the math, and here is the love, at the same time, in the same room.
There's something about hearing it in a parent's actual voice that no written document can replicate. And I think we underestimate that. The tone, the face, being able to ask a follow-up question.
And that last piece matters a lot. Ian mentions the kids can ask anything. That's not a small thing. A child sitting across from their parent can say, I just want to understand, did you feel like I needed this less? And the parent can answer. After the parent is gone, that question just echoes.
Okay, so we've talked about what it does for the kids. But I want to make sure we cover what Ian says it gives the parents, because I don't think people realize there's something in this for them too.
He's clear about this. When a family has this conversation, the surprise goes away, and with it goes most of the conflict. The kids stop guessing. But he also says the parents get something real out of it: you get to answer the question yourself instead of leaving it hanging over the whole family forever.
And your silence never gets to do that work on its own terms, right? The explanation just never happens at all.
He calls it a gift you can only give while you're still at the head of the table. And I think that image is worth sitting with. There's a version of your family where this conversation has happened, where everyone knows, where no one is left to decode your silence, and that version only exists if you create it while you can.
I want to bring up something that I think a lot of our listeners might be feeling right now, which is, my situation is complicated. Maybe one child has been estranged, or one helped with caregiving for years and the others didn't, or there was a loan that was never paid back. These situations don't fit neatly into a script.
And Ian doesn't pretend they do. His examples gesture at this: the brother who needed the down payment help, the sister with three kids and one income. Real family finances are a tangle of history and relationship and prior decisions. But his argument isn't that the conversation is easy. It's that silence makes every one of those complications worse, not better.
And that gap just fills itself in, doesn't it? Whatever isn't said gets interpreted by whoever's listening, and usually not charitably.
And the interpretations that adult children come up with about money are rarely generous to each other. That's human nature. We assume the worst when we're left without information. Especially when grief is in the room.
Which is when families are most vulnerable to falling apart.
A reading of a will is about the worst possible moment to learn something surprising about how your parents felt about the family. You're grieving, you're exhausted, and now you're processing a financial decision that has an emotional subtext you don't understand. That's the setup for something that doesn't heal.
So the conversation, even if it's uncomfortable, even if some feelings come up in the room, is still so much better than the alternative.
Ian says it plainly: the child who got less got to hear why from the person they trusted, not decode it from a stranger. That's the difference. You've given them the context. You've let them ask you about it. The grievance, if there is one, has already had a chance to be worked through while you're still around to work through it with them.
Now I want to ask you about the practical mechanics here, because I know our listeners think about the documents side of this. If a family does have this conversation, what should they be thinking about in terms of making sure what was said out loud is also captured somewhere? I ask because I don't know that I know the exact answer.
That is a really good honest question. And the truth is the specifics of how you document what you've discussed, what goes in a letter of instruction versus what's part of the legal estate documents, the exact rules around any of that are a question I'd bring to one of our advisors at American Retirement Advisors, because it depends on the situation. What Ian does reference at the end of the piece is the idea of writing down who gets what and why, so that the explanation you gave out loud also has a written form. His point is that your voice comes first, but having it written somewhere means nothing gets lost and no one is left interpreting your silence later.
So the conversation and the documentation can work together.
Think of it as two lanes running in parallel. The spoken exchange is where the relationship happens, where your kids hear your voice and your reasoning. The written record is what makes sure there's no ambiguity later about what you actually meant.
I keep thinking about families who have a lot of non-financial things wrapped up in the estate. A piece of land that's been in the family for generations, or a business, or a house that one sibling has been maintaining for years. Those feel even harder to talk about.
Because the dollar value and the emotional value are not the same thing. A piece of land might be worth a certain amount on paper but mean something entirely different to two different siblings. And the parents know that. They've been in the room for all of it. Their kids need them to name it.
And yet those are often the exact families that go quietest.
Because the stakes feel highest. The more loaded the asset, the harder the conversation feels, and the more damage the silence does. Ian's piece isn't just about equal distributions. It's about any situation where the explanation matters, and in those cases the explanation matters most.
Let me ask you about timing, because I think there's also a tendency to wait. People think, we'll have this conversation when we're older, when the estate is more settled, when the kids are more mature. Is there a right time?
Ian doesn't name a specific age or milestone. What he does say is the window is while you're still here, while you can still answer the questions. And the thing about waiting for the perfect moment is that the imperfect moment you're in right now is the one you can actually use. You can't schedule the conversation for the day before something happens to you.
There's no version of this where you have more time than you have today.
That is the whole point. And I think what Ian is really saying is that people treat this like a future task, when it is almost always an overdue one.
What about families where the parents have already done the documents, the trust is set up, everything is in place legally, but they have never had the conversation? Is it too late?
Think of it this way: signing the last page doesn't close the file. The documents being done doesn't mean the talking is done. In some ways, having the plan fully set up gives you a natural starting point. You can say, we have a plan, it's all in place, and I want to walk you through what it looks like and why we made the choices we made. The trust existing doesn't mean your kids understand it. It doesn't mean they know the reasoning. It's still your job to provide that.
So really, finishing the estate plan should almost be a prompt to have the conversation, not a reason to stop thinking about it.
Structure without meaning is just paperwork, and meaning without structure is just good intentions. You need both.
One thing I want to come back to is the emotional experience of the child who received less. Ian describes that moment of hearing it cold off a page as hearing a verdict on how much they were loved. I think that is such a specific and accurate description of what that feels like.
Because money in a family is never just money. It carries all of the history, all of the dynamics, every moment a child ever felt overlooked or favored or uncertain. And when a parent is gone, that number on a page becomes the last word. There's no context. There's no follow-up. The child is left holding a number and trying to build a story out of it.
And we are not good at building fair stories out of numbers when we're grieving.
And siblings doing that in isolation will each build a completely different picture of what happened and what it meant, and those pictures will conflict, and what Ian is describing is how estates that were carefully and lovingly constructed become the source of rifts that last decades. Because nobody named the why.
So the cost of not having this conversation isn't just a little awkwardness or a bit of confusion. It can be the relationship between your children after you're gone.
That is the real cost. And Ian has clearly watched this happen enough times, through his father's work with families, to feel strongly about it. He writes this piece so people can start the conversation at their own kitchen table without waiting for a professional to be in the room. He says that explicitly. But he also knows that some of this is genuinely hard to think through alone, and having a guide through it matters.
For listeners who are in the middle of estate planning, or who have the documents but not the conversation, or who have neither and feel like they need a starting point, what does that first step look like?
Ian's answer to that is actually quite simple. Use the language he gives. You don't need a formal gathering. You don't need a professional in the room to begin. You just need to say: I want to get everyone together, not because anything is wrong, but because I'd rather you hear this from me. And then you say it. The structure of it matters less than the fact that it happens.
And if you're not sure whether your current estate documents actually reflect what you want your kids to understand, or if the planning side isn't finished yet, that's a conversation for a professional.
And our team at American Retirement Advisors thinks through exactly this kind of planning with families all the time. The document side, the structuring side, how to make sure what you intend is actually what happens. If you are sitting with questions about whether your plan is set up the way you want it to be, that's worth a conversation with one of our advisors. There's no cost to that initial conversation.
I want to close on the image Ian ends with, because I think it's the truest thing in the piece. That seat at the head of the table. It's a place of presence, of authority, of relationship. You can only explain from that seat. Once it's empty, the explanation goes with it.
And the thing is, most people reading this have not lost that seat yet. They still have the opportunity. That's the whole message. This is not a lament about what can't be undone. It's a door that is still open.
If this conversation has been sitting in the back of your mind, and I think for a lot of our listeners it has, I'd encourage you to start small. Use Ian's language. Say it in your own voice. And if you want help thinking through the planning side, the documentation side, or just how to get your plan where it needs to be before you have that conversation, reach out to our team at American Retirement Advisors. You can find us at AmericanRetirementAdvisors.com. Sit down with someone who does this every day. That conversation, too, is one worth having sooner than later. Thank you so much for spending this time with us today.