Boomers Going Out with a Bang: A Historic Transfer of Wealth
They’ve amassed $30 trillion in assets to pass down, but many don’t have plans in place to safeguard their legacies. Here are five things they should do to cover their bases.
Maybe we should call them “Generation Generous.”
Over the next few decades, Baby Boomers will pass down an estimated $30 trillion in assets to their children and grandchildren.
It’s money they’ve worked hard to save and want their loved ones to have. And yet, most Boomers — perhaps because they simply can’t imagine growing old, much less dying — have done little to prepare for the challenges that will come with this epic transfer of wealth. Meanwhile, their children — mostly Millennials who, according to recent research, are largely skeptical of professional financial services — are confident they can use do-it-yourself digital tools to deal with Mom and Dad’s money whenever they get it.
From just $107.88 $24.99 for Kiplinger Personal Finance
Become a smarter, better informed investor. Subscribe from just $107.88 $24.99, plus get up to 4 Special Issues
Sign up for Kiplinger’s Free Newsletters
Profit and prosper with the best of expert advice on investing, taxes, retirement, personal finance and more - straight to your e-mail.
Profit and prosper with the best of expert advice - straight to your e-mail.
They’re both wrong, of course.
There can be dozens of decisions that need to be made to help properly pass down this money — to help preserve it from taxes and avoid going to probate, to make sure it goes to the intended people, is used as the parents intended, to provide asset protection in case a child is divorced or sued, and to ensure the children aren’t accidentally disinherited.
Solid planning can help prevent mistakes that could cause potential arguments or lawsuits and mean trouble for generations to come. Here are some things to consider:
1. Get your children involved with you and your financial professional early on.
At least make an introduction to give them a basic understanding, from a 10,000-foot perspective, of what’s important to you. If you’re comfortable getting into details, consider sharing the types of assets you’ll leave and how you would like them to be divided. You may be surprised at the things that can cause arguments down the road. Often, it isn’t about the money; it’s the sentimental assets, such as a vacation cottage or cabin, or a treasured piece of jewelry or art. You should also be aware that your children’s spouses may get involved and try to influence their expectations. So be clear about who should be included in this conversation.
2. Talk to your financial professional about tax-efficient strategies.
I believe and have read many articles that say a majority of the heirs who inherit an IRA take it as a lump sum, pay all the taxes and blow it within nine months. If this isn’t what you want for your kids — and their kids — talk about multi-generational IRAs, ensuring your children appreciate and understand the advantages of keeping the tax deferral throughout their lifetime. For a generation who likely won’t have pensions, this strategy can legally force them to stretch out the money and may provide a lifetime income stream.
3. Choose a capable decision-maker.
After all debts have been settled, it is up to the executor or successor trustee to distribute the assets to heirs according to the provisions of your will. He or she may have to deal with disappointed family members or others who feel they didn’t get their due and will drag out the process. Ultimately, this may only eat away at the money you’re leaving. This isn’t an honorary title to be bestowed on the eldest son or the favorite child. We think it should be someone who is well-liked, respected, persistent and business-minded, as this is a large responsibility and shouldn’t be taken lightly. This person will have a fiduciary responsibility to follow your wishes as they are stated.
4. Make sure your health care — and end of life — wishes have been made clear to all family members.
Tell them specifically what you want to happen, and try to have that conversation with them all at the same time. This is where we can see fights. For example, one child wants to hold on and keep Mom on a respirator and/or feeding tube. And no one is sure what Mom really wanted because she told each sibling something different. Make sure your wishes are well-documented, and work with your estate-planning attorney so you are clear in your estate documents.
5. Talk about asset protection.
The last thing you want is for some or all of the money you leave to your children and/or grandchildren to go to a potential ex-son-in-law or ex-daughter-in-law, or for it to be lost because of a future legal issue. There may be ways to prevent that through proper estate planning — by setting up different kinds of trusts, by providing clear documentation regarding any gifting, and by keeping property correctly titled, for example. We recommend that you meet with your estate-planning attorney to discuss.
It all starts with communication with your loved ones and your team of financial professionals. Everyone should understand who’s getting what, how, when and why. Some people say, “Well, our family is all spread out — it’s too difficult to get together.” But you can do this with a conference call. Or, if there are visuals — if parents really want to share specifics — you can do it with today’s technology, like Join Me or GoToMeeting.
Just lay it out there to help reduce any problems so everyone knows what Mom and Dad want.
Kirk Cassidy is president of Senior Planning Advisors (www.seniorplanningadvisors.com) and Strategic Investment Advisors. He has passed the Series 65 securities exam, which makes him a fiduciary, and he has a life insurance license in several states including Michigan and California (CA license number 0F68091). He also is a national speaker.
Kim Franke-Folstad contributed to this article.
Profit and prosper with the best of Kiplinger's advice on investing, taxes, retirement, personal finance and much more. Delivered daily. Enter your email in the box and click Sign Me Up.

Kirk Cassidy is president of Senior Planning Advisors and Strategic Investment Advisors. Cassidy is an Investment Adviser Representative and a fiduciary with a Series 65 securities license and life insurance licenses. He is a national speaker who teaches retirement planning in a university setting.
-
'Donroe Doctrine' Pumps Dow 594 Points: Stock Market TodayThe S&P 500 rallied but failed to turn the "Santa Claus Rally" indicator positive for 2026.
-
The Wealth Equation: Balancing Money and StressSponsored Don’t let assets be a liability that strains your family.
-
Is Your Emergency Fund Running Low? Here's How to Bulk It UpIf you're struggling right now, you're not alone. Here's how you can identify financial issues, implement a budget and prioritize rebuilding your emergency fund.
-
Is Your Emergency Fund Running Low? Here's How to Bulk It Back UpIf you're struggling right now, you're not alone. Here's how you can identify financial issues, implement a budget and prioritize rebuilding your emergency fund.
-
An Expert Guide to How All-Assets Planning Offers a Better RetirementAn "all-asset" strategy would integrate housing wealth and annuities with traditional investments to generate more income and liquid savings for retirees.
-
7 Tax Blunders to Avoid in Your First Year of Retirement, From a Seasoned Financial PlannerA business-as-usual approach to taxes in the first year of retirement can lead to silly trip-ups that erode your nest egg. Here are seven common goofs to avoid.
-
How to Plan for Social Security in 2026's Changing Landscape, From a Financial ProfessionalNot understanding how the upcoming changes in 2026 might affect you could put your financial security in retirement at risk. This is what you need to know.
-
6 Overlooked Areas That Can Make or Break Your Retirement, From a Retirement AdviserIf you're heading into retirement with scattered and uncertain plans, distilling them into these six areas can ensure you thrive in later life.
-
I'm a Wealth Adviser: These Are the 7 Risks Your Retirement Plan Should AddressYour retirement needs to be able to withstand several major threats, including inflation, longevity, long-term care costs, market swings and more.
-
High-Net-Worth Retirees: Don't Overlook These Benefits of Social SecurityWealthy retirees often overlook Social Security. But timed properly, it can drive tax efficiency, keep Medicare costs in check and strengthen your legacy.
-
Do You Have an Insurance Coverage Gap for Your Valuables? You May Be Surprised to Learn You DoStandard homeowners insurance usually has strict limits on high-value items, so you should formally "schedule" these valuable possessions with your insurer.