Estate Planning & Private Client

Retirement & Medicaid Planning

Integrating retirement benefits into the estate plan and structuring for long-term care. We coordinate beneficiary designations with wills and trusts, and we use Medicaid and Medicare planning to help qualify for benefits while protecting what you have built.

A child who inherits an IRA must empty it within ten years and, if the parent had begun required distributions, must also take one each year. Medicare pays for at most 100 days of skilled nursing care after a hospital stay and nothing for custodial care. Medicaid examines every transfer made in the 60 months before an application. Most of this planning is working around those three rules.

Retirement accounts pass by beneficiary form, not by will, and a 401(k) passes to a spouse unless the spouse has consented in writing to someone else. A trust may be named only if it qualifies as a see-through trust, with its terms delivered to the custodian by October 31 of the year after death. For care, an irrevocable trust can hold the home and investments outside the Medicaid resource count once 60 months have run, while the settlor keeps the income and the house keeps its basis step-up.

We pull the beneficiary forms on file, repair them and build the care plan years before any admission. Where a distribution or a trust is questioned, we represent clients in matters before the IRS.

What we do

Retirement and long-term-care planning for individuals and families, from beneficiary coordination through Medicaid trust structuring.
01

Retirement Benefit Integration

Integrating IRAs, 401(k)s, and other retirement benefits into the broader estate plan so the accounts work with your wills, trusts, and overall objectives.

02

Beneficiary Designation Review

Reviewing and coordinating beneficiary and contingent-beneficiary designations across retirement accounts and policies, so assets that pass outside the will still reach the people you intend.

03

Medicaid Eligibility Planning

Planning the arrangement of assets and income, within the applicable rules, with the goal of helping a person qualify for needs-based long-term-care benefits while preserving resources for a spouse or family.

04

Medicaid & Medicare Trust Structuring

Drafting and funding irrevocable trusts that address long-term-care eligibility requirements and protect assets, structured for each client's circumstances and the program rules that apply.

05

Long-Term-Care Strategy

Developing a strategy for the cost of future care, weighing trusts, timing, and other tools so the plan is ready before a health event forces decisions under pressure.

06

Spousal & Family Asset Protection

Structuring to help protect a healthy spouse and family resources when one partner faces extended care, balancing eligibility goals against the needs of those who remain at home.

07

Tax-Aware Distribution Planning

Planning how and to whom retirement assets are distributed with attention to their income-tax treatment, so the after-tax result is one the family chose.

08

Coordination With the Estate Plan

Keeping retirement and care planning aligned with wills, trusts, powers of attorney, and healthcare directives, and updating the pieces together as circumstances and rules change.

What you should know

The ground rules of retirement and long-term-care planning.
01

The custodian's form beats the will

An IRA goes to whoever is named on the custodian's form, and an unsigned or stale form sends it to the estate, where it loses the ten-year stretch and lands in probate. A 401(k) goes to the spouse under federal law unless the spouse has signed a consent to another beneficiary.

02

Ten years, with annual payments inside them

Most non-spouse heirs must empty an inherited IRA within ten years of the death and, where the owner had reached the required beginning date, must also take a minimum distribution in each of the first nine. A spouse, a minor child until 21 and a disabled heir may still stretch over life expectancy.

03

Medicare stops at day 100

Medicare covers skilled nursing for up to 100 days after a qualifying hospital stay, fully for the first 20 and with a daily copayment after that, and never custodial care. Everything past that point is paid privately, by long-term-care insurance or by Medicaid, a means-tested program with a five-year memory.

04

The income-only trust

A Medicaid asset protection trust is irrevocable, pays its income to the settlor and can never pay the settlor principal, which is why the principal stops counting 60 months after funding. The home can go in with a right to keep living there, and a limited power of appointment preserves the basis step-up at death.

05

The penalty starts when you are already poor

A gift inside the 60-month look-back creates a penalty period equal to the gift divided by the state's average monthly nursing-home rate, and the period does not begin until the applicant is in care and otherwise eligible. A gift made 61 months before the application costs nothing. Dates, not amounts, decide most of this.

06

Naming a trust for an IRA has a deadline

A trust named as IRA beneficiary must be irrevocable at death, have identifiable beneficiaries and reach the custodian by October 31 of the year after death, or the account is treated as having no designated beneficiary. A special-needs trust for a disabled child can still stretch distributions over the child's life expectancy.

The arc of a mandate

How this work runs

Two ledgers, benefits and care, in one plan.
  1. Stage 01

    The Full Inventory

    We assemble everything that passes outside the will, every IRA, 401(k), pension, annuity, and policy, and pull the actual beneficiary forms on file rather than relying on what the client remembers signing. Alongside it sits the care ledger of income, countable and exempt assets, and the exposure a long stay in care would create.

  2. Stage 02

    Designation Repair

    Beneficiary and contingent designations are rewritten to match the plan. Trusts are named where trust protection is wanted, spouses and children are sequenced deliberately, and each account's income-tax treatment on distribution is weighed before a form is filed with the custodian.

  3. Stage 03

    The Eligibility Architecture

    Where long-term-care exposure warrants it, we structure and fund irrevocable Medicaid trusts and related transfers within the program rules, sequenced against the look-back period, spousal allowances, and exempt-asset categories, so eligibility is planned years ahead of any admission.

  4. Stage 04

    The Standing Review

    Designations, trust funding, and program rules are re-verified on a set cadence and at every trigger event, such as a retirement, a diagnosis, a required-distribution birthday, or a rule change, so the plan that was right at signing is still right when it is finally called on.

The look-back period is measured backward from the day you need help, which is why this planning is measured forward, from today.

60 months
the Medicaid look-back period examined before long-term-care eligibility

Frequently asked

Common questions on retirement and Medicaid planning.
Why do retirement accounts need their own planning within an estate plan?

Because three sets of rules apply to them and to nothing else in the estate. They pass by the custodian's beneficiary form, so the will is irrelevant and a stale form controls; a 401(k) passes to the spouse under federal law unless the spouse has consented in writing to another beneficiary. Every dollar withdrawn is ordinary income to whoever receives it, and since 2020 most non-spouse heirs must withdraw everything within ten years, with annual minimums inside that period when the owner had already begun distributions. And a trust can be named only if it qualifies as a see-through trust and reaches the custodian by October 31 of the year after death. A plan that handles the house and the brokerage account perfectly can still send the largest asset to the wrong person at the highest tax rate, so we review the forms on file at every meeting.

What is Medicaid planning and how does it relate to long-term care?

Medicaid is the only public program that pays for custodial nursing-home care, and it is means-tested, so planning means arranging what you own so that you qualify when the time comes without having spent everything first. The state reviews every transfer in the 60 months before the application and imposes a penalty period for gifts made inside it, calculated by dividing the gift by the average monthly cost of a nursing home, and the period does not start until you are in care and otherwise eligible. A spouse at home keeps the house, a vehicle and a resource allowance set each year, plus a share of the applicant's income if the spouse's own income is low. Planning done five years out uses an irrevocable trust; planning done at the nursing-home door uses the spousal rules and compliant annuities, and saves less.

Can a trust help with Medicaid eligibility?

An irrevocable one can; a revocable trust is counted as if you still owned everything in it, because you do. The Medicaid asset protection trust pays its income to you and never its principal, and after 60 months the principal is no longer a countable resource. The home usually goes in first, with a retained right to live there, so that it is protected from estate recovery after death while still passing to the children with a stepped-up basis, which a limited power of appointment preserves. Retirement accounts are the hard case, since moving them into a trust means withdrawing them and paying the income tax, so the plan often leaves them out and protects everything else. Whether the trust fits depends on your age, your health and how much income you need to keep.

How do retirement and Medicaid planning fit with the rest of an estate plan?

Through the documents that act while you are alive. A power of attorney for property that does not expressly authorize gifts, including gifts to the agent, leaves your agent unable to make the transfers a Medicaid plan may require once you cannot sign, so we draft that authority in or deliberately leave it out. The revocable trust should send the retirement accounts to the right people through properly completed beneficiary forms rather than through the trust itself, unless a see-through trust is intended. And the will, the trust and the beneficiary forms are checked against one another so that a child disinherited in one is not made the IRA beneficiary in another. A change to any one of them is a reason to reread the rest.

When is the right time to start planning for long-term care?

Five years before you need it, which in practice means at retirement, since nobody knows the date. The 60-month look-back means an irrevocable trust protects its contents only after five full years have passed, and a gift made inside the window creates a penalty that begins only after you are in care and otherwise eligible. Long-term-care insurance bought in your fifties or early sixties is the other early option, and an Illinois Partnership policy lets you keep assets equal to the benefits it has paid if you later apply for Medicaid. The planning that remains at the nursing-home door, spousal allowances and compliant annuities among it, still works but preserves less. The one thing that costs nothing to do early is a power of attorney with gifting authority, and it is the one most families discover they lack.

Does the IRS factor into retirement and Medicaid planning?

At every step. Inherited retirement accounts are taxed as ordinary income to the heir, and the ten-year rule compresses that income into a decade, often pushing a working child into a higher bracket; a Roth conversion in the owner's low-income years, or a charity named for part of the account, changes the result. After age 70 and a half, up to the indexed annual limit can go directly from an IRA to charity as a qualified charitable distribution, which counts toward the required minimum and never enters income. A Medicaid trust is drafted as a grantor trust so its income is taxed to you at your rates and the house keeps its basis step-up. Where a distribution, a conversion or a trust's treatment is questioned, we represent clients in matters before the IRS. The result depends on the facts, and we do not promise one.

Related

Adjacent estate planning practices.

Wills & Powers of Attorney

Wills, powers of attorney, and healthcare directives, the core documents that name decision-makers and carry out your wishes.

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Revocable Living Trusts

Revocable living trusts that help avoid probate and keep control of assets during life and after.

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Irrevocable Trusts & ILITs

Irrevocable trust structures, including life-insurance trusts, that remove property from the estate and address tax exposure.

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Charitable Foundations & Trusts

Charitable foundations and trusts that give philanthropy a durable form while addressing tax considerations in the plan.

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Reviewed by Jonathan D. Herpy, Sr., Senior Partner · Last updated October 2026 · Educational overview · Not legal advice

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