2 in 5 Families Have Never Discussed Passing Down Money. Here’s the Conversation That Fixes It Before 70

Most families avoid this conversation for years, and the longer they wait, the narrower the window gets. A wealth transfer expert says aging parents grow less willing to talk over time, which means the best moment to start is almost…

Published September 29, 2026, 8:43pm ET · 4 min read

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Five white paper cutouts representing a family (a man, two children, and a woman) are arranged horizontally, holding hands, on a plain gray background. Below them, a bright green arrow with a jagged, upward trajectory points to the top right corner of the frame, indicating growth.
Open discussions about wealth transfer are crucial for ensuring the financial growth and stability of future family generations, helping to secure their prosperity. © Andrii Zastrozhnov / Shutterstock.com

Kiplinger commissioned a Morning Consult survey. The survey, part of its Trillion Dollar Talk campaign, found that roughly two in five families have never discussed the plans for passing on money and assets. If your family is one of them, you probably know why it feels awkward, it feels morbid, and nobody wants to look like they are counting the assets.

Adam Shell’s Kiplinger feature, The Great Wealth Transfer is Creating a New Generation of Family CFOs, treats that silence as solvable. Kiplinger outlines six steps to acting as a family CFO, starting with conversation. Run it like a meeting with an agenda, and the rest follows.

The handoff is already underway. Bloomberg this week covered what it calls the Great Stuff Transfer, another sign that assets are moving between generations right now.

Why Every Year of Waiting Makes It Harder

Timothy Habbershon, managing director and founder of the Fidelity Center for Family Engagement, told Kiplinger that people often become less willing to talk about estate planning as they age. Habbershon’s observation suggests that window keeps shrinking.

He frames the talk as a chance to “create confidence, closeness and peace of mind for years to come.” Use that language when pitching the meeting. You are offering your parents something valuable, which makes a yes far more likely.

Choose a Calm Afternoon Before a Crisis Chooses for You

Per Kiplinger, the ideal setting is a sit-down. That means meeting with aging parents while they are still capable of making financial decisions and before a crisis strikes, such as the onset of dementia. Once cognitive decline begins, every signature and account change gets harder.

Explain why you’d like to play a larger role in managing their finances and be privy to their estate planning, and be specific that you want to be ready to help and carry out their plans as they intend.

Tyler Rosser puts the starting point simply. As managing director at Oxford Financial Group, he says “It starts with a conversation with the older parents and getting their buy-in.” Buy-in is the goal of meeting one. Details can follow over several sessions.

Four Topics to Put on the Agenda

Kiplinger’s audit categories make a practical agenda. Present them as topics to walk through together at whatever pace your parents set.

  1. Account access includes where the accounts are held, the account numbers and passwords, and the keys or combinations to safes and safety deposit boxes, and a locked box with no known key can hold up everything else.
  2. Monthly bills and repeating expenses: which bills arrive when, which run on autopay, and which still come by mail. If a parent lands in the hospital, this list keeps the utilities on and the insurance premiums paid.
  3. Real estate records, wills and trusts: where the deeds, the will and any trust documents are kept, and who wrote them. Knowing the documents exist and where to find them comes first. Contents can wait if your parents prefer.
  4. Life, health and long-term care policies: which policies exist, who the carriers are, and where the paperwork lives. Long-term care coverage shapes which care options your parents can afford later.

Lay It All Out Now to Head Off Sibling Fights

Noah Doyle, CEO of SoundRidge Private Wealth, says laying everything out while parents are alive and mentally competent prevents in-fighting between adult siblings with a stake in the estate. When everyone learns the plan directly from your parents, nobody relies on one sibling’s indirect account.

Invite every sibling to at least the first meeting, even if one of you ends up handling the day-to-day work.

Most estate messes trace back to a missed beneficiary form, a outdated will, or an account with no named heir. We put the full cleanup checklist, from ownership to trusts, in a free estate guide here.

Recruit the Adviser Your Parents Already Trust

Rosser offers a tip that raises the odds of a yes. Aging parents may be more willing to listen when the suggestion is backed by their own long-time financial adviser or CPA, because “Everyone is sort of singing the same tune.”

Call that adviser before the family meeting. Ask whether they would support you taking a larger role and whether they would raise it with your parents first. A recommendation from someone who has managed their money for years carries weight a child’s request rarely matches.

Keep Your Parents’ Wishes at the Center

Set the meeting now, while your parents are sharp and healthy, and bring the four-topic agenda to keep the talk practical. Frame every question around what your parents want: how they hope to be cared for, what they want their money to accomplish, and whom they trust to carry it out.

The most common mistake is opening with the inheritance itself. Many parents learns that as a claim on their money, and the conversation shuts down. Start with their wishes, and the information you need to serve as a capable family CFO tends to follow.

Contact [email protected] for any questions or corrections.

Jake FitzGerald

Jake has been been working in financial media for almost 15 years. He focuses on all things personal finance for 24/7 Wall St. with high hopes to educate and entertain. Most recently, Jake spent 12 years working various roles at The Motley Fool. He started copy editing fool.com content, worked on premium and marketing campaigns, and helped launch The Ascent, a personal finance brand.

His work has been featured on platforms like MSN, Yahoo Finance, USA Today, and more. He's written about credit cards, social security, ETFs, savings accounts, and just about anything else you can imagine when thinking about money. Jake love to cook, play golf, and tell people he's never had a cavity. (It's true!)

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