Skip to main content

Estate planning tools for the wealthy...and not

Shelly  Gigante

Posted on May 31, 2022

Shelly Gigante specializes in personal finance issues. Her work has appeared in a variety of publications and news websites.
Older Caucasian man sitting on a boat with no shoes and his pants rolled up holding a cellphone
Magnifying Glass Icon 
This article will ...

Outline the legal documents you may need to protect your estate. 

Explain how life insurance can help families protect against financial risk. 

Describe some of the most effective strategies for gifting to charity and reducing the size of your taxable estate. 

Households have no shortage of financial tools in their estate planning toolbox.

From trusts, to charitable giving strategies, to life insurance products that can help preserve their legacy for future generations, Americans are uniquely positioned to protect the assets they accumulate over a lifetime of hard work. But not all do.

“People don’t like to think about estate planning, or their own mortality, so they avoid it, even though they know they need it,” said Lou Stanasolovich, a financial professional and chief executive of Legend Financial Advisors in Pittsburgh, Pennsylvania, in an interview. “That’s true at every income level.”

Indeed, from a financial planning standpoint, wealthy investors have the same fears as everyone else, including outliving their assets, market downturns that chip away at their wealth, and the prospect of becoming a burden to their children. And, like their less well-heeled peers, many have also earmarked too little for their future medical care. Or they may worry about what the political climate might mean for their finances. (Related: 3 ways to financially prepare when an election looms)

While every household is unique, and different tools are appropriate for different goals, a few key estate planning strategies can help protect your family.

These include:

  1. Powers of attorney
  2. Trusts
  3. Life insurance
  4. Charity advantages
  5. Beneficiary cognizance

Here’s a closer look at each of these financial strategies.

Powers of attorney

Airtight legal documents are mission number one when it comes to estate planning.

Everyone needs a power of attorney, but the financial stakes are higher for those with large estates, said Stanasolovich.

A power of attorney document designates the individual you wish to handle your financial affairs if you become ill, injured, or mentally incapacitated.

Similarly, a medical durable power of attorney designates an individual to make health care decisions on your behalf in the event that you are unable to do so. A healthcare directive (also called a living will) further defines your wishes for medical treatment, including life support and end-of-life care.

Such documents ensure that your wishes will be carried out and relieve caregivers and loved ones of having to guess what you would want in a moment of grief — a common source of family feuds.


Literally dozens of trust types exist and they accomplish different financial goals depending on how they are structured and the assets involved, which underscores the importance of seeking advice from a trusted source, said Larry Lehmann, an estate planning attorney with the law firm of Lehmann Norman & Marcus in New Orleans, and past president of the National Association of Estate Planners & Councils .

“High-net-worth individuals, in particular, need to engage an accredited estate planner who can put together a team of lawyers, accountants, trust officers, if appropriate, insurance professionals, and other financial service professionals,” he said. “All of these people need to collaborate when dealing with high net worth folks to clarify and document their mission, vision, values, and goals before recommending strategies, tactics, and tools.” (Learn more: Is setting up a trust right for you?)

A revocable living trust, he said, in which financial assets and other property are placed in trust and managed by a trustee for one or more beneficiaries, are perhaps the most commonly used. Assets within the trust are not subject to probate, which in many states is a lengthy (and costly) legal process of settling your will in court once you pass on. Instead, those assets can be distributed directly to your heirs or held and administered under the terms of the trust.

As the name implies, a revocable living trust can be altered or dissolved at any point during your lifetime. It becomes set in stone, or irrevocable, upon your death.

But they do have limitations.

“If you put assets into a revocable trust, creditors can potentially get a court order to go after it,” said Lehmann. As such, most individuals who can afford to surrender control of some of their money, also do an irrevocable trust, which permanently removes those assets from their estate and better insulates them from would-be claims.

Individuals may also create a bypass trust, or a credit shelter trust, to reduce estate taxes payable upon death. Grantors simply name their spouse, children or other persons as beneficiaries of the trust.

Because the trust does not belong to the surviving spouse, it is not considered part of his or her taxable estate and will eventually pass estate-tax free to the designated beneficiaries, said Lehmann.

It may also make sense, for wealthy seniors, in particular, to design the bypass trust as a generation-skipping trust. Using such tools, the grantor (person who establishes the trust) names his grandchildren or great-grandchildren as the beneficiaries. If desired, the income generated by the trust can be made available to the first-generation heirs (the grantor’s adult children), but any assets remaining when they die pass directly to the second or third generation estate tax and generation tax free.

Life insurance

Life insurance policies can help families hedge against risk. (Learn more: Life insurance overview)

Indeed, the death benefit on life insurance owned by the insured person is normally included in his or her estate. If the death benefit, in addition to other assets owned by the insured, exceeds the current year estate, gift, and generation-skipping tax exemption amount ( 2022 , $12.06 million ) the excess value may be subject to estate tax. (Note: The death benefit on life insurance policies is generally income tax free to your named beneficiaries.)

Charity advantages

Another effective tax planning tool? Philanthropy.

The charitably inclined can maximize the benefit of their goodwill by donating appreciated securities — rather than cash — to a qualified charity, said Stanasolovich.

Doing so not only enables them to deduct the fair market value of their financial donation, but may also eliminate the need to sell those assets themselves, incur the capital gains tax, and donate the smaller after-tax amount.

Others set up a charitable remainder trust (CRT), which creates a potential income stream for the donor or their beneficiaries, but designates a qualified charity to receive any assets that remain upon the beneficiary’s death. Such trusts may enable donors to take an immediate tax deduction based on the present value of the future gift to charity, and defer payment of any capital gains tax for highly appreciated securities.

Charitable lead trusts (CLTs) are the exact opposite. The income generated by assets held within the trust are paid to a nonprofit organization for a fixed number of years or the lifetime of the donor. Any assets that remain when the trust expires go to family members or other beneficiaries.

Monitoring beneficiaries

One final note: The set-it-and-forget it mentality could come back to bite you or your beneficiaries.

At least every few years, and always after a major life event including a birth, death, divorce, or new marriage, it’s important to revise the beneficiary forms for your tax-deferred retirement accounts, including your IRA and 401(k), said Stanasolovich.

Remember, whoever is named as beneficiary to your retirement accounts gets the money when you die, even if it differs from the beneficiaries named in your will. Absent proper diligence, one of your largest assets could end up in the hands of your ex-spouse. (Learn more: Common beneficiary mistakes)

Trusts and life insurance policies should also be reviewed to be sure they still reflect your financial intent.

“Once their will is done, a lot of people think it’s done forever,” said Stanasolovich. “That’s not the case. You should be sitting down with your attorney every two or three years to discuss your situation and make changes as needed.”

Learn more from MassMutual…

Wills and the basics of estate planning

You’re an executor…now what?

Need a financial professional? Find one here

This article was originally published in April 2018. It has been updated.


1 Internal Revenue Service, “About Form 709, United States Gift (and Generation-Skipping Transfer) Tax Return,” April 14, 2020. 

Need a financial professional? Let us know ...

* = required

By submitting this request, I agree to receive e-mails and phone calls using automated technology from MassMutual, its financial professionals, affiliates or vendors on its behalf regarding MassMutual products and services, at the e-mail address and phone number(s) above, even if it is for a wireless phone. I understand I can contact a local financial professional directly to make a purchase without consenting to receive calls from MassMutual.

The information provided is not written or intended as specific tax or legal advice. MassMutual and its subsidiaries, employees, and representatives are not authorized to give tax or legal advice. You are encouraged to seek advice from your own tax or legal counsel. Individuals involved in the estate planning process should work with an estate planning team, including their own personal and legal counsel. Opinions expressed by those interviewed are their own and do not necessarily represent the views of MassMutual.