Episode 369 – Are you ready for the “Great Wealth Transfer”? It’s not that far off. The sooner you start your planning, the better.

Hello, this is Bill Rainaldi, with another edition of Security Mutual’s SML Planning Minute. In today’s episode: are you ready for the “Great Wealth Transfer”?

We’ve seen it coming for decades. The baby boomer generation is perhaps the wealthiest in American history. But now they’re all 60-plus years old. The long-predicted Great Wealth transfer is just getting started, and the numbers are extraordinary. By the year 2048, an estimated total of $124 trillion will be transferred. Among those amounts, approximately $105 trillion is expected to flow to heirs from baby boomers (and older) to future generations.[1]

You know it’s going to happen eventually. And if you’re one of those baby boomers, you need to get to work now if you haven’t done so already.

Where do you even start? If you’re the boomer, the first thing you need to recognize is that open communication is critical. But it’s a tough conversation to initiate. According to a recent survey, only 39 percent of baby boomers have provided some direction to their heirs by explaining their intentions. At the other end, just over half of the next generation feels prepared to receive their inheritance.[2]

It’s probably a good idea for you and your spouse to have your plan in place before you talk it out with your heirs.[3] If you start talking before you have a concrete plan, it may lead to arguments, undue pressure on you, or unrealistic expectations. That would make it harder for you to make important decisions based exclusively on what you really want. Once everything is fully documented, you can share the details with confidence. That way, you’ll know that your estate plan reflects your true intentions without being swayed before you’ve finished setting it up.

When you do have a plan in place, it’s usually best to start explaining it as soon as you can, then provide updates as needed. And it helps to be as transparent and inclusive as possible. You’ll need to make sure you share the values that are important to you, along with the reasoning behind your decisions.

But don’t think it’s going to be easy. It has the potential to be an uncomfortable and challenging conversation, so make sure you choose the best time and place.

Also, remember that different people will react differently to what you tell them. You should be ready to listen to them and address whatever concerns they may have. When talking things over, it helps to show some empathy for their situation, whatever it is. It may not be what you expected.

You also need to make sure your heirs understand how important family unity is, both now and after you’re gone. It’s generally a good idea to talk to your family about this while there’s still time, or at least have a letter with your documents that everyone can read or hear, explaining your non-financial wishes.

Also, set some realistic expectations. Many adult heirs are surprised—sometimes pleasantly and sometimes unpleasantly—by the size of their inheritance.[4]

You can also build in some protections to make sure the children don’t squander their inheritance. If you’re a parent with concerns about where the money will go, there are always trust options that can provide additional security. Your estate planning attorney will likely have some ideas on this and be able to guide you. But keep in mind that some heirs may see this as a sign of mistrust and may be resentful because you did this.

The challenges are many, but it can be even more difficult—and it likely requires even more work—if you’re a business owner. The sobering truth is that less than a third of family businesses successfully transition to the next generation.[5] The failure rate jumps to 90 percent by the third generation.[6] Even worse, an unsuccessful transition could potentially destroy the family relationship.

It’s important that your heirs understand that you have completed the required documents, but they also have to know where to find them. An “in the event of my death” folder should be easily accessible. The folder would include information on online accounts, professional advisors, estate planning documents, and insurance information. It’s helpful to have a single person identified who can begin the process.

If you’re the recipient, it might seem awkward and presumptuous to start the conversation about inheritance, but it’s OK if you approach it the right way. One thing you can do is make sure you center the discussion around your family dynamics.[7] For example, you can start by asking your parent(s) for advice on your own estate situation and let the conversation evolve from there. And, it’s best to have these conversations while everyone is of sound mind and body.

As with many things in life, financial literacy can be a tremendous asset for you in this process. Make sure to educate yourself if you feel you need to.

And one final thought: regardless of your financial situation, the process is likely to be complicated and time-consuming. You may need the help of an estate planning attorney to guide the process and fill in important and required details. Either way, the sooner you get started, the better.

[1] Cerulli Asoociates. “Cerulli Anticipates $124 Trillion in Wealth Will Transfer Through 2048.” Cerulli.com. https://www.cerulli.com/press-releases/cerulli-anticipates-124-trillion-in-wealth-will-transfer-through-2048 (accessed January 7, 2026).

[2] RBC Wealth Management. “RBC Wealth Management survey: A generational look at the Great Wealth Transfer shows financial advisors to play a pivotal role in a smooth transition.” Rbcwealthmanagement.com. https://www.rbcwealthmanagement.com/en-us/newsroom/2025-05-08/rbc-wealth-management-survey-a-generational-look-at-the-great-wealth-transfer-shows-financial-advisors-to-play-a-pivotal-role-in-a-smooth-transition (accessed January 7, 2026).

[3] Wolinsky, Jacob. “Six Ways to Make Talking With Family About Estate Planning Easier.” Kiplinger.com. https://www.kiplinger.com/retirement/estate-planning/how-to-discuss-estate-planning-with-your-family (accessed January 13, 2026).

[4] Id.

[5] The Williams Group. “Succession Planning.” Thewilliamsgroup.org. https://www.thewilliamsgroup.org/services/succession-planning/ (accessed January 9, 2026).

[6] Lee, Medora. “The Great Wealth Transfer’s begun. Are heirs-to-be ready to receive it? How to prepare.” USA Today. https://www.usatoday.com/story/money/personalfinance/2025/09/18/great-wealth-transfer-heirs-how-to-prepare/86040974007/ (accessed January 9, 2026).

[7] Id.

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