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Do you have to tell your kids how much you have?

November 10, 2026

Show Notes

Eddie and Betty's Conversation

Betty

Welcome back to The American Retirement Advisor. I'm Betty, and Eddie's here with me in the studio today, and I have to tell you, the piece we're talking about this week has been sitting with me since I read it. It's from Ian Schaeffer, who is the COO at American Retirement Advisors, and the title alone kind of stopped me cold. It's about inheritance conversations. Not the legal documents, not the estate planning mechanics, but the actual conversation. The one most families never have. And I think the reason it hit me so hard is that he opens with a story about a couple who had done everything right on paper and had said almost nothing out loud.

Eddie

Thanks for bringing this one to the table. And I'll say right away, this is one of those pieces where I came in thinking I'd have a lot to add on the financial side and realized pretty quickly that Ian Schaeffer is talking about something that sits upstream of all the financial mechanics. He's talking about what happens in a family when the money finally transfers, and whether it pulls people together or blows them apart.

Betty

So walk us into that opening story, because I think it frames everything that follows.

Eddie

So Ian Schaeffer's father is an advisor, and he describes sitting with a couple who had genuinely done the work. Trust in place, beneficiaries named, a house that was going to pass cleanly to the kids. And when his dad asked what the children knew about the plan, both parents went quiet. The husband said, essentially, we figured we'd let them find out. We didn't want them counting on it.

Betty

And that's such an understandable thing to say. I think most parents would nod along with that instinct.

Eddie

It is understandable. And Ian Schaeffer's response to it is what makes the piece worth reading, because he doesn't say that's wrong and here's the right answer. He just points out what's actually happening. The kids were already counting. They could see the paid-off house, the two cars, the trips, and they had done the math the way every grown child quietly does. So the parents thought silence was protecting everyone from expectation. What it was actually doing was leaving the kids to guess.

Betty

And then he says something that I think is the sharpest line in the whole piece. People who guess about money always guess wrong, and usually against each other.

Eddie

Right, and that's where the real damage happens. It's not the inheritance itself that breaks up families. It's the silence around it that lets everyone fill in the blank with whatever their own fears and resentments already suggested.

Betty

Okay so I want to push on the instinct for a second, because I think it's genuinely complicated. There's a real version of that fear. You don't want your kids to coast because they know a windfall is coming. You don't want them making decisions based on money they haven't earned. That's not an unreasonable thing to worry about.

Eddie

He addresses that directly. He says we tell ourselves the conversation will make the kids lazy, or greedy, or that they'll start spending it in their minds before we're even gone. And he doesn't dismiss that worry. But then he digs underneath it and says that for most families, that's not actually what's driving the silence.

Betty

What is driving it then?

Eddie

An unequal split. That's the thing Ian Schaeffer says is underneath most of it. If the division isn't equal, and he points out that it often isn't, parents don't want to have the conversation about why. So they let the paperwork do the talking after they're gone and tell themselves the lawyer can explain it.

Betty

And then he has that line that I've been quoting to people all week. The lawyer cannot explain it. The lawyer can only read it.

Eddie

That one lands hard. Because it's true in such a specific way. A lawyer reading a will at a settlement meeting is not going to know why you left one child more than the other. They don't have the context, they don't have the history, they don't have your voice. They have a document. And a document can't answer the question a grieving adult child is actually asking.

Betty

So what is that question?

Eddie

Whether you loved them. That's what Ian Schaeffer says. When an unequal split shows up as a surprise at a reading, the child who got less doesn't process it as a financial decision. They hear a verdict on how much they were loved. And no document can walk them out of that feeling, because you're not there to say the words yourself.

Betty

That framing is the thing the whole article pivots on for me. Because it reframes what the conversation is actually for. It's not really about the money at all.

Eddie

The reframe Ian Schaeffer offers is this: a will tells your kids what. Only you can tell them why. And the why is what keeps a family together.

Betty

And he gives examples of what that why actually sounds like, which I loved, because most people, including me, when I think about having that conversation, the thing that stops me is I don't know how to open it. I don't have the words. And he gives you the words.

Eddie

He does, and he's specific. For an unequal split, he suggests something like: your brother got the down payment help when he was struggling, so this evens it out. Or: you have the career, your sister has three kids and one income. Those aren't complicated sentences. They're just honest ones.

Betty

But here's the thing I keep coming back to, and I wonder what you think. Those sentences sound easy written down in an article. In the actual room, with your actual children, knowing that one of them is going to feel stung no matter how you say it, that feels a lot harder.

Eddie

It is harder in the room. I don't think Ian Schaeffer is pretending otherwise. But the point he's making is that the difficulty of that conversation in the room is small compared to the damage of not having it. And he makes the contrast really concrete. He says the exact same decision, said out loud in your voice with your face, lands as fairness. Read cold off a page after the funeral, the same numbers land as favoritism. Same decision. Completely different family.

Betty

Same numbers, different family. That's worth sitting with. Because I think parents assume that if the reasoning was good, the children will eventually understand it. They'll think it through and get there.

Eddie

And sometimes they do. But Ian Schaeffer's point is that you're not there to guide that process. You're not there to hear the first reaction and say, no wait, let me explain that differently. The document is final. The conversation isn't.

Betty

He actually offers a way to open the whole conversation, for people who don't know how to call the family together without it feeling like either a board meeting or a deathbed scene. Can you walk through what he suggests there?

Eddie

He does, and it's practical. For how to call the family together, 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. And I think the reason that works is it takes the fear out of the gathering itself. Nobody has to walk into that room wondering if someone is sick or something terrible is happening.

Betty

And there's another line he gives for taking the fear out of the money part itself.

Eddie

Right, something like: 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. Which is a pretty elegant way to address the lazy-kids fear directly. You're not handing them a number and saying build your life on this. You're saying I want you to know what's coming so you're not left to figure it out without me.

Betty

And then the third one is the one he says matters most. For when the split isn't equal.

Eddie

He suggests something along the lines of: 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. And the thing he points out about that sentence is that it names the hard thing before anyone can imagine it into something worse. You're taking the worst-case interpretation off the table before it can take root.

Betty

Because the worst-case interpretation in a child's mind is almost always about love.

Eddie

Almost always. And you can't address that interpretation from the grave. But you can address it Tuesday night at dinner.

Betty

Let's talk about what a family actually gains from having this conversation, because I think for some people the fear is that they're opening a can of worms. That if they bring it up, suddenly there are hurt feelings, or the kids start arguing before anything has even happened.

Eddie

Ian Schaeffer's argument is that the conflict you're trying to avoid is already there, latent, in the guessing. What the conversation does is give that conflict a constructive moment to happen while you're still present to guide it, rather than an unconstructive moment at a lawyer's table when you're not. He says when a family has this conversation, the surprise goes away, and with it goes most of the conflict.

Betty

And the child who got less got to hear why from the person they trusted, not decode it from a stranger. That's a meaningful difference.

Eddie

It is. And there's something in there for the parents too, which I think sometimes gets lost in this kind of conversation. Ian Schaeffer says you get to answer the question yourself, instead of leaving it hanging over the whole family forever. There's relief in that. You get to be the one who explains your own choices rather than leaving them open to interpretation.

Betty

He frames it as a gift. Something you can only give while you're still at the head of the table.

Eddie

Which is a quietly urgent point. This isn't a task you can put on the list for next year indefinitely. The window is only open while you're here.

Betty

I want to zoom out for a second and think about the families listening right now who might be sitting on exactly this. Either they have an unequal split in their plan and they've never said why, or they have an equal split but their kids have no idea what the plan even looks like. What's the first step?

Eddie

Ian Schaeffer's answer is really simple on this. He says the voice comes first. Before the documents, before the professional, before any formal structure. You use your own voice. He wrote the piece specifically so people can start the conversation at their own home, in their own words, without waiting for a professional in the room.

Betty

Though I do think there's a version of this where having an advisor in the room, or having had that conversation with an advisor first, makes the family conversation easier. Because then you can say, we've thought this through with someone who knows what they're doing, here's what we landed on and why.

Eddie

That's a real point. And if someone is sitting there wondering, okay but what does the document structure actually need to look like to support the conversation I want to have, that is exactly the kind of question where I'd say write that down and bring it to one of the advisors at American Retirement Advisors. The specific mechanics of how you structure a plan when the split isn't equal, how you account for gifts already given, that's the kind of thing that really does need a professional's eye rather than us guessing at it here.

Betty

And that's actually a good way to frame what Ian Schaeffer is doing in this piece. He's not replacing the advisor conversation. He's saying that the advisor conversation handles the what, and the family conversation handles the why, and you need both.

Eddie

That's a clean way to put it. The documents tell your children what's going to happen. Your voice tells them what it means.

Betty

There's a version of this that I think hits differently for blended families, or for families where there's already tension. Where one sibling has borrowed money over the years, or one child has been estranged, or there's a stepchild situation. Does Ian Schaeffer get into that complexity?

Eddie

He doesn't go deep on the specific scenarios, and I'd be careful about us going there too, because the variables get complicated fast. What he does address is the underlying pattern, and the pattern applies regardless of the complexity. Silence multiplies conflict. Explanation reduces it. And the more complicated the situation, the more the explanation matters, because the more room there is for someone to fill that silence with something painful.

Betty

So if anything, the families who think their situation is too complicated to have the conversation are actually the ones who need it most.

Eddie

That would be my read of what Ian Schaeffer is pointing at. And for the really complicated situations, that's another one where I'd encourage people to pull in a professional before having the family meeting, not to script the conversation, but to make sure the conversation you're planning to have is consistent with the plan you actually have.

Betty

Let me ask you something that I think listeners might be wondering. Is there a situation where you genuinely shouldn't have this conversation? Where the silence is the right call?

Eddie

Ian Schaeffer doesn't make an argument for silence anywhere in the piece. And I think the honest answer is that the situations where it feels most risky are usually the ones where the conversation is most needed, because the risk is already there in the silence, it's just invisible. The family tension that would surface in a difficult conversation was always going to surface. The question is whether it surfaces while you're there to help navigate it or afterward when you can't.

Betty

You know what I keep thinking about while we've been talking? That image at the very beginning of the piece. The couple who had done everything right legally. The trust, the beneficiaries, the house passing clean. And by every traditional measure of estate planning they were prepared. But Ian Schaeffer's point is that the most important thing wasn't in any of the documents.

Eddie

Right, and I think that's the quiet challenge to how a lot of people think about this kind of planning. We tend to focus on getting the legal structure right and assume that if the structure is sound, the family will be fine. Ian Schaeffer's saying that the structure is necessary but not sufficient. The structure protects the assets. The conversation protects the relationships.

Betty

And the relationships are the part that actually matters to most people when they're thinking about what they leave behind.

Eddie

Every time. I've never heard anyone say they hope their family spends the year after they're gone arguing about what they meant. The legacy people actually want to leave is a family that stays close. And Ian Schaeffer is pointing out that the conversation is the mechanism for that, not the documents.

Betty

There's something in the piece about why Ian Schaeffer wrote it that I found quietly moving. He talks about watching his father sit with families through this, one at a time, and watching the relief on both sides when the guessing finally stops. And he says he wrote it down so people can start at home, in their own words, without waiting for a professional in the room.

Eddie

That framing matters. He's not saying this is a problem only an advisor can solve. He's saying the first and most important step is something only you can do. The professional can help you structure what comes after. But the conversation itself, that belongs to you.

Betty

And he's really clear that your voice comes first. Use it while they can still hear it. That's the last line of the piece and I keep coming back to it because it's not a legal concept or a financial strategy. It's just true.

Eddie

It's the kind of thing that's easy to nod at and then not do, because there's no deadline. No one sends you a reminder that the window for this conversation is still open. It just quietly closes.

Betty

So what does a listener do this week? Concretely.

Eddie

I think you start with the question Ian Schaeffer's father asked that couple: what do your children know about your plan? Not the legal details, not the dollar amounts necessarily, but the shape of it. Do they know there's a plan? Do they know the broad strokes of what you want? And if the answer is no, or I'm not sure, that's your starting point.

Betty

And if the plan includes an unequal split, or gifts that have already been given to some kids and not others, or anything that a child could interpret as a message about how much they were loved, that's where you reach for one of those opening lines Ian Schaeffer offers and you say it out loud before someone reads it off a page.

Eddie

The goal isn't a perfect conversation. The goal is that your kids hear it from you, in your voice, while you're there to answer the questions they actually have.

Betty

And if you want help thinking through what the conversation should cover, or if you want to make sure the plan you have actually reflects the intentions you'd be explaining, that's a conversation for one of the advisors at American Retirement Advisors. You don't have to figure out the structure alone, and you don't have to walk into the family conversation without having thought it through first. If you'd like to sit down with someone at no cost to you and just talk through where you are, that option is there.

Eddie

And the people on that team have sat with a lot of families through exactly this. Not just the documents, but the dynamics. So you wouldn't be bringing something they haven't heard before.

Betty

That's a reassuring thing to know. Thank you for working through this one with me today. Ian Schaeffer wrote something that I think a lot of families needed to read, and I hope that at least one person listening decides to have that conversation this week rather than waiting. Your family doesn't need a perfect plan. They need to hear from you. That's the whole thing.

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