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Important Change to Medicaid: Finally, Some Good News for Families Planning for Long-Term Care

Every so often there is a change in the Medicaid rules that makes life a little easier for older adults and their families. This is one of those moments.

A recent federal rule change, now formally adopted by New York State, has eliminated a long-standing and often frustrating requirement in the Medicaid eligibility process. For consumers planning for long-term care—particularly nursing home or chronic care Medicaid—this change can mean lower required contributions, more flexibility in retirement planning, and fewer bureaucratic hurdles.

As elder law attorneys, we recognize the confusion and stress that Medicaid planning can cause. This article is intended to explain, in plain English, what changed, why it matters, and how families may benefit.

The Old Rule: “You Must Apply for Everything First”

Historically, Medicaid applicants were required, as a condition of eligibility, to apply for any other benefit they might qualify for—even if doing so made their financial situation worse.

This included benefits such as Social Security retirement or disability benefits, Veterans’ benefits, Railroad Retirement benefits, unemployment insurance, retirement account distributions (including IRAs and pensions), and even waivers of U.S. savings bond restrictions.

The rule was based on the idea that Medicaid is the “payer of last resort.” In theory, this makes sense. In practice, it often forces older adults to artificially increase their income, resulting in higher monthly nursing home payments and less money for a healthy spouse or other essential needs.

The New Federal Rule: A Major Shift

The Centers for Medicare and Medicaid Services (CMS) has now eliminated this requirement under federal law (42 CFR § 435.608). New York State has formally implemented this change through updated guidance to local Departments of Social Services.

What This Means in Simple Terms

With one crucial exception (Medicare), Medicaid applicants are no longer required to apply for or maximize other benefits as a condition of eligibility. This applies to both applicants and current recipients.

What Has NOT Changed

It’s essential to be clear about what still applies:

  • Medicare: Individuals must still apply for Medicare when required.
  • Third-party health insurance: Medicaid can still require coordination with available health insurance.
  • Transfer of asset rules: The five-year look-back and annuity transfer rules remain unchanged.
  • Veterans’ referrals: Districts must still inform veterans about available benefits and make required referrals.

This is NOT a repeal of Medicaid rules—instead, it is a targeted and meaningful improvement.

The Most Important Change for Elder Law Planning: Retirement Accounts

From an elder law perspective, the most significant and welcome change involves retirement accounts.

Under the prior rules, if a Medicaid applicant owned a retirement account and was eligible to take payments, Medicaid required them to take the maximum periodic payment available. This was often calculated using a single life expectancy table, which produced higher monthly incomes, increased the applicant’s Net Available Monthly Income (NAMI), resulted in larger required payments to the nursing home, and reduced funds available to a community spouse. In many cases, this forced retirees to withdraw more than they needed or wanted, accelerating the depletion of retirement savings.

The New Rule: Standard RMDs Are Enough

Under the new guidance, the following changes are in place:

  • Medicaid cannot require applicants or recipients to take the maximum payment.
  • Standard Required Minimum Distributions (RMDs) may now be used.
  • Failure to “maximize” payments cannot be used as a reason for denial or discontinuance.
  • Retirement income is counted only if the account is in payout status.

The result of this change allows more assets to remain in the IRA, appreciating tax-free, and increases the IRA’s value to the beneficiaries by thousands of dollars.

How Retirement Accounts Are Now Treated

The new guidance clarifies how retirement funds are evaluated. If the retirement account is in Payout Status, the periodic payment is counted as monthly unearned income; the principal balance is not considered a resource; and the amount of the payment no longer needs to be maximized.

If the retirement account is not in Payout Status, the account balance is treated as a countable resource. The value represents what can currently be withdrawn (minus early withdrawal penalties), and income taxes are not deducted in determining this value.

If an individual later changes the payout status, Medicaid must adjust how the account is treated going forward.

Social Security: No Longer Mandatory to Apply

Another significant consumer-friendly change is the elimination of the requirement to apply for Social Security benefits as a condition of Medicaid eligibility. This includes Social Security Retirement, survivors’ benefits, and Social Security Disability Insurance (SSDI). While many individuals still choose to apply for Social Security because it makes sense for their situation, Medicaid can no longer force the issue. Importantly, cases can no longer be denied for “failure to apply for Social Security.”

Veterans’ Benefits: More Choice, Less Pressure

Veterans and surviving spouses often face pressure to apply for benefits they may not want, or that could complicate other planning goals. Under the new rule, Medicaid applicants are no longer required to apply for veterans’ cash benefits. Prior Medicaid policy mandating such applications has been rescinded.

Please note that required referrals and informational assistance for veterans remain in effect.

This change enables veterans to make informed, coordinated decisions with the guidance of legal and financial advisors, rather than reacting to rigid Medicaid requirements.

U.S. Savings Bonds: One Less Administrative Burden

Previously, Medicaid applicants who owned U.S. savings bonds were required to request a waiver of the bond’s minimum retention period as a condition of eligibility. That requirement has now been eliminated. This change reduces paperwork, delays, and stress for families already navigating a difficult time.

Elective Share: Relief for Surviving Spouses

In some instances, surviving spouses were required to exercise their elective share rights against a deceased spouse’s estate to qualify for Medicaid. That requirement has now been eliminated for couples not subject to a review of asset transfers. This is a significant change. It protects and respects estate planning intentions, allows decisions to be made with more dignity, and reduces legal pressure during a time of grief.

Retroactive Application: Important Timing Note

For changes related to the elimination of the requirement to pursue maximum retirement payments, retroactive redeterminations are limited to changes occurring on or after June 4, 2025. This timing detail matters, particularly for individuals already receiving Medicaid benefits.

Why This Matters for Families

From a practical standpoint, this rule change lowers monthly nursing home contributions in many cases, reduces the need for forced financial decisions, provides flexibility for the community spouse, and allows retirement savings to be preserved for a more extended period.

In short, it restores a measure of common sense and fairness to a system that has long been overly rigid.

A Final Word: Planning Still Matters

While this change is excellent news, some things haven’t changed. Medicaid remains a complex program with strict rules and severe consequences for errors. These new options don’t eliminate the need for proper planning. In fact, they make good elder law guidance even more valuable, because the choices are now more nuanced.

Finally, if you or a family member were previously denied Medicaid benefits under the old rules, you can reapply.

If you or a loved one are facing long-term care needs, this is a good moment to revisit your plan—or create one—before a crisis forces rushed decisions.

For once, Medicaid planning has become a little more humane. And that is something worth celebrating.

If you have questions about these changes, please call the office to discuss your situation.

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What Estate Planning Attorneys Wish Clients Knew About AI      

We live in a moment where artificial intelligence is woven into nearly every corner of daily life. People are using AI to plan vacations, write wedding vows, edit novels, brainstorm business ideas, and even redesign their homes. These tools are fast, friendly, and capable. It’s no surprise that many people wonder: If AI can do all of that, why not ask it to create my will or trust?

As an estate planning attorney, I understand the appeal. Typing questions into ChatGPT or Claude feels easier than scheduling time with a lawyer. And there is no shortage of online platforms promising quick, inexpensive wills and trusts “drafted in minutes.” But the truth is that estate planning, and especially Medicaid and long-term care planning, is not something AI can safely do for you.

Every month, our office now meets with families trying to unwind the fallout from AI-generated or online-generated estate plans. What was meant to be a shortcut ended up creating delays, disputes, extra expenses, and in some cases the loss of benefits or property. These issues often appear only after a person has passed away or suffered a medical crisis, when it’s too late to fix the problem.

Before relying on AI for something as important as your estate plan, here is what we wish every client understood.

Even AI Says It Shouldn’t Create Your Estate Plan

Out of curiosity, we asked ChatGPT whether it should be used to draft wills or trusts. The response: no. AI tools can help you learn, outline your thoughts, or understand basic concepts, but they cannot replace an attorney.

AI Cannot Apply State-Specific Law With 100% Precision

Estate planning is governed by state statute, case law, and strict execution requirements. A small mistake can have big consequences. For example, in New York, a will that isn’t witnessed properly, a Power of Attorney that is missing the statutory gifts rider, or a trust using outdated language can lead to:

  • Documents being declared invalid
  • Delays in probate or estate administration
  • Assets passing to the wrong individuals
  • Avoidable taxes or penalties

AI tools are trained on vast amounts of general information—but not on your state’s specific, ever-changing legal requirements. They also cannot comply with the New York Estates, Powers & Trusts Law (EPTL) or the Surrogate’s Court Procedure Act.  

AI Cannot Ensure Proper Execution of Documents

A perfectly drafted will is useless if it is signed incorrectly. New York requires specific witnessing procedures; certain documents must be notarized; and others need statutory warnings read aloud. AI cannot walk you through these requirements in real time or confirm they were followed.

Incorrect execution is one of the most common reasons we see documents fail.

AI Cannot Identify Hidden Issues or Address Sensitive Issues The Way a Human Can

A significant part of estate planning is uncovering issues clients don’t realize matter. AI only knows what you type into it—and clients rarely know what to disclose. For example:

  • Blended families or estranged relatives
  • Disabled beneficiaries and the need for special needs planning
  • Medicaid look-back issues and asset transfer penalties
  • Tax exposure or titling problems
  • Business succession complications
  • Creditor protection concerns

An attorney is trained to ask the questions you don’t know to ask. AI is trained to respond to the questions asked.

Medicaid and Long-Term Care Planning Is Too Complex for AI

Medicaid eligibility involves a five-year look-back period, transfer penalties, exemption rules, trust requirements, spousal allowances, and frequent regulatory changes. There is no algorithm that can analyze your assets, family circumstances, health risks, and legal options with the nuance required.

Mistakes in Medicaid planning are often irreversible—and costly.

AI Cannot Give Legally Binding Advice  

AI is not licensed, cannot practice law, cannot assume professional responsibility, and cannot be held accountable. Estate planning is not simply document drafting; it is legal advice, strategic planning, risk analysis, and fiduciary responsibility. Those duties cannot be delegated to software.

Should You Use AI to “Check” Your Estate Plan?

Another common question we hear is whether it’s safe to upload an existing estate plan to AI to “analyze” it. The answer is no—primarily because of privacy.

We are in the early stages of learning how AI systems store and process information. Just as social media felt harmless until people realized their personal data was being tracked, shared, or sold, we will likely see a similar learning curve with AI.

When you upload sensitive information to an AI system, it enters a database stored on massive servers you cannot control. It may be retained permanently or temporarily. You cannot be certain who may have access to it, now or in the future. Estate planning documents contain financial information, family details, medical concerns, and business ownership structures, all of which need not be set loose in the world.

Our firm uses multiple security systems to keep client data private. AI tools do not offer that level of protection, and their privacy policies make that clear.

AI Lacks Human Judgment—and That Matters

Even with impressive computing ability, AI does not understand family dynamics, personal values, or the emotional nuances that shape estate planning. It cannot anticipate the “what-ifs” that attorneys deal with daily.

Consider just a few common scenarios:

  • A will leaves a home to a nephew, but the home is sold before death. Is the nephew entitled to something else?
  • A child develops substance-use issues after a trust is created. Should the trust include protection or restrictions?
  • Parents want to treat children equally, but one child receives significant lifetime gifts or caregiving support. Should the estate reflect that?

These are human questions, not software questions.

AI Also Makes Mistakes

A phenomenon often called “AI hallucinations” occur when an AI system provides answers that are simply wrong. In the legal world, this has already caused real-world harm. Several attorneys across the country were sanctioned after filing briefs containing cases, quotes, and citations entirely fabricated by AI.

Estate plans created by AI can contain similar errors—incorrect statutory language, references to nonexistent laws, or clauses that contradict one another. Unlike a wrong restaurant suggestion, these mistakes can have lasting legal and financial consequences for your family.

Human Estate Planning Needs Human Experience

Early GPS systems sometimes sent drivers into ponds. AI is no different: its output is only as good as its training, and it often fails in unexpected ways. Estate planning requires judgment, precision, and a deep understanding of human circumstances. It is as much about protecting relationships as it is about distributing property.

AI is a powerful tool, and it has its place—education, brainstorming, drafting outlines, gathering general information. But it cannot replace the experience, responsibility, and foresight of a qualified estate planning attorney.

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There’s Not Much Time Left, but You Can Still Make These Moves before December 31, 2025

Significant changes to the One Big Beautiful Bill Act (OBBBA) take effect on January 1, 2026. There’s little time, but if you act fast, you might benefit:

Charitable giving tax rules are changing. Only taxpayers who itemize can deduct charitable gifts exceeding 0.5% of ADI. If you already know which organizations you want to support, consider making a few years’ worth of donations in 2025, before these tax benefits shrink.

Charitable Deduction Limits: 2025 vs. 2026 Comparison

Feature2025 Tax Year2026 Tax Year
Itemizer Deduction FloorNone — full deductions allowed up to AGI limitsNew 0.5% AGI floor before deductions allowed
Cash Gifts to Public Charities (Itemizers)Deductible up to 60% of AGIStill deductible up to 60% of AGI (after 0.5% floor)
Non‑Cash Donations (e.g., stock)Deductible up to 30% of AGI (typical)Same AGI limits, subject to new floor
Non‑Itemizer Charitable DeductionNot availableUp to $1,000 (single) / $2,000 (joint) for cash gifts
Deduction Value Cap (High Earners)Full value based on marginal rate (e.g., 37%)Capped at 35% of the gift value
Qualified Charitable Distributions (QCDs)Up to $108,000 (direct from IRA)Increased to approximately $111,000
Benefit Requirement for QCDsMust be to a qualified charity with no donor benefitSame rule applies

Are you unsure which organizations you want to support? Set up or contribute to a DAF – Donor Advised Fund. You’ll get the deductible contribution this year and the opportunity to distribute grants in the future.

Consider a Charitable Remainder Trust (CRT), which allows for a current-year deduction and provides an income stream. It is also beneficial to a non-spouse IRA beneficiary, as payments can be made over 20 years or until the beneficiary’s life expectancy. It avoids the 10-year payout rule.

If you’re over 70 ½ and have IRA income you don’t need, you can directly donate up to $108,000 in 2025 using a Qualified Charitable Distribution. This satisfies your RMDs and trims taxable income. You can’t use a QCD for a DAF or private foundation.

Gifting Rules are Better in 2025

While the federal estate tax and gift exemptions are now at their highest levels, families with taxable estates may want to utilize some of their exemptions in 2026. You can still give up to $19,000 per person without using your lifetime exemption.

Interest Rates make some planning ideas more attractive. Intrafamily loans allow family members to borrow at lower rates than those offered by commercial lenders. If you already made intrafamily loans in recent years, consider refinancing them at today’s lower rates.

A Grantor Retained Annuity Trust (GRAT) transfers appreciated assets to beneficiaries with minimal gift tax exposure if returns exceed the IRS Section 7520 rate, which must be distributed back to the grantor. This rate has been moving lower in 2025, improving the likelihood of a successful GRAT. Some families choose a short-term GRAT to capitalize on market fluctuations.

A Charitable Lead Annuity Trust (CLAT) follows similar interest rate dynamics. A CLAT provides annual income to a charity for a term, and after the term, remaining assets pass to individual beneficiaries. Lower rates increase the potential remainder amount, making them even more appealing.

The end of the year is a key time to review your retirement and estate plans. Check your Wills, Trusts, Advanced Care Directives, contributions levels, beneficiary designations, and RMDs.

Changes are coming in two weeks’ time – make the most of what’s left of 2025!

Reference: Kiplinger (December 16, 3025) “Your Year-End Tax and Estate Planning Review Just Got Urgent”

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Year-End Estate Planning Wrap-Up   

As the year draws to a close, it’s worth taking a step back to assess the legal framework that governs how your assets will be managed during life and transferred at death. Many financial and tax-related decisions, including retirement account contributions, charitable gifts, and certain trust funding activities must be completed by December 31 to maximize potential tax benefits and ensure estate planning documents continue to reflect your goals.

A thoughtfully maintained estate plan is not a “set it and forget it” exercise. It should evolve with life circumstances, family needs, and changes in federal and state law. Periodic reviews every three to five years help ensure your estate plan continues to protect those you love and operates as intended when it matters most.

Review – and Update if Necessary

If you already have an estate plan in place, you are ahead of the curve. However, even a well-crafted plan requires ongoing attention. Unless your documents were prepared or reviewed within the past year, it’s time for a checkup. Laws governing estates, trusts, and taxation evolve, and life rarely remains static. Marriages, divorces, births, deaths, relocations, and even changes in asset composition can all impact how your plan functions.

A comprehensive review should include your last will and testament, any revocable or irrevocable trusts, durable powers of attorney, and healthcare directives. Ask yourself:

  • Do these documents still reflect my current wishes and family situation?
  • Have there been any major life events that warrant revisions?
  • Have I moved to another state where probate, homestead, or tax laws differ?
  • Have I acquired new assets or sold property referenced in my plan?

Working with an experienced estate planning attorney ensures your documents remain compliant with current law and intentions are not just clearly expressed but are also enforceable.

Did Your Trust Cross the Finish Line?

Creating a trust is an important step, but it is only effective once it has been properly funded. If you established a revocable living trust in 2025, have you completed the process of transferring assets into it? Deeds, account registrations, and beneficiary designations must be updated to reflect ownership by the trust.

If you pass away before funding is complete, those unfunded assets may remain subject to probate, precisely what you sought to avoid by creating a trust in the first place. Year-end is an excellent time to verify that bank accounts, brokerage accounts, real property, and business interests are properly titled.

Additionally, review any “pour-over” provisions in your will, which are designed to transfer remaining assets into the trust upon death. These provisions work best when the bulk of your estate is already held or designated for transfer to the trust.

Are Your Powers of Attorney and Healthcare Directives Current?

Equally important are incapacity documents — durable power of attorney and healthcare directives. These instruments authorize trusted individuals to act on your behalf in managing financial affairs and making medical decisions should you become unable to do so.

The designations can become outdated over time. Agents may move out of state, become incapacitated themselves, or simply no longer be the right choice. If your chosen representative has retired to Florida while you reside in Nassau County, for example, they may not be able to assist you effectively in an emergency.

An updated power of attorney and healthcare proxy can spare loved ones significant stress and expense. Without these documents, family members may be forced to petition a court for guardianship to manage your affairs. This is a time-consuming, expensive, and emotionally draining process, easily avoided.

Review who you have named, confirm their willingness to serve, and  be sure they have current copies of your documents.

Review Beneficiary Designations

One of the most common pitfalls in estate planning involves outdated beneficiary designations. The beneficiary designations on life insurance policies, retirement plans, annuities, and certain investment accounts override whatever instructions are contained in your will or trust.

For instance, if an ex-spouse remains listed as the beneficiary of your life insurance policy, that person will receive proceeds upon your death, no matter what’s in your will or how much time has elapsed since you’ve had any contact with them. The insurer is legally bound to honor the most recent signed designation on file. Many people go to court on this issue and do not get the results they hoped for.

Take time before year-end to review all beneficiary forms and ensure they are consistent with your overall estate plan. Confirm not only your primary beneficiaries but also contingent (secondary) beneficiaries in case your first choice predeceases you.

End of Year Financial Considerations

Required Minimum Distributions (RMDs)

If you are age 73 or older, you are required to take annual distributions from traditional IRA and certain retirement accounts. Failure to withdraw the appropriate amount can result in a penalty equal to 25% of the amount that should have been distributed.

Beneficiaries of inherited IRAs must also take distributions under the SECURE Act rules, which generally require the account to be emptied within ten years of the original owner’s death (with certain exceptions for eligible designated beneficiaries). Reviewing your RMD status before year-end ensures compliance and helps manage your taxable income effectively.

Flexible Spending Accounts (FSAs)

If you participate in a Flexible Spending Account through your employer, review your plan’s “use it or lose it” provisions. Some plans allow a short grace period while others permit only a small carryover amount. Any funds left unused beyond the permitted deadline are forfeited. Verify your account rules now so you can plan eligible expenses accordingly.

Tax Planning Opportunities and Year-End Charitable Giving

Year-end is also a time for strategic tax planning. Charitable giving can serve both philanthropic and financial purposes, reducing taxable income and helping causes important to you.

Whether you prefer to make cash contributions, donate appreciated securities, or establish a charitable trust, completing your gifts before December 31 is key to claiming the deduction for the current tax year. Donating highly appreciated stock can be particularly effective — you avoid paying capital gains tax on the appreciation and still receive a charitable deduction for the fair market value of the asset.

Qualified Charitable Distributions (QCDs)

Individuals aged 70½ or older can make Qualified Charitable Distributions of up to $108,000 directly from an IRA to a qualified charity in 2025. A QCD counts toward your Required Minimum Distribution but is excluded from your Adjusted Gross Income. This strategy can help lower overall taxable income and may also reduce the impact of other income-based taxes or Medicare surcharges.

It is essential, however, that the funds be transferred directly from the IRA to the charitable organization. Personal withdrawals do not qualify. Always consult your estate planning attorney to ensure compliance.

Annual Exclusion Gifting

Under current federal law, individuals may gift up to $19,000 per recipient annually ($38,000 for married couples) without incurring gift tax or affecting the lifetime exemption amount. These gifts can be an effective way to reduce the size of your taxable estate while providing meaningful financial support to family members or other beneficiaries.

In addition, direct payments for another person’s tuition or medical expenses made directly to the educational or healthcare provider  do not count toward the annual exclusion or lifetime exemption. These strategies can help transfer wealth efficiently while maintaining flexibility and control.

Estate Planning as a Living Framework

An estate plan is more than a collection of documents — it is a living framework that guides your financial and personal legacy. A properly prepared and maintained plan provides clarity for your loved ones, minimizes administrative burdens, and helps avoid unnecessary court involvement.

At its core, estate planning is an act of care. It ensures that the people you trust have the authority to make decisions on your behalf and that your assets are distributed according to your wishes. It also protects your heirs from confusion, conflict, and unnecessary expense.

If you have yet to formalize your estate plan, there is no better time to start. And if you already have one, take advantage of this year-end season to confirm that your plan remains legally sound, properly funded, and aligned with your current circumstances.

Estate planning is not a one-time task but an ongoing process that, when approached proactively, can provide peace of mind for years to come.

As you wrap up 2025 and prepare for the new year, make estate planning a priority alongside your other year-end financial to-dos. By reviewing your documents, confirming your beneficiaries, funding your trusts, and making strategic gifts, you ensure your estate plan continues to reflect your values and protect those you love.

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Open Enrollment Season is Here – What You Need to Know Right Now

It’s Medicare season, when the millions of Americans enrolled in Medicare plans are allowed to make changes to their plans. These opportunities are limited and this year presents some new challenges. Big Medicare insurance companies are dropping plans, trimming benefits and increasing deductibles. You’ll want to do the homework to make sure you’re getting the coverage you need and the coverage you can afford.

Medicare insurance has become less profitable for big insurance companies and they’re trying to limit costs. It’s that simple. Enrollment in Medicare Advantage plans is expected to shrink in 2026, for the first time in 15 years. The companies are focused on profits, not growth.

If your medications have changed since last year or if your prescription coverage isn’t paying enough, it’s time to review your plan. Most of us have seen our premiums go up—they never go down—so a plan that worked with your retirement budget last year might not work in 2026.

You’ll need to review the Annual Notice of Change, Summary of Benefits and Evidence of Coverage. No, it’s not enjoyable reading but it’s necessary to know the changes coming to your current plan.

New York residents can go to HIICAP – Health Insurance Information, Counseling and Assistance Program at the Office for the Aging or call 1800-701-0501 to speak with a counselor in your county. HIICAP can help with comparing different plans, including Medicare Advantage, Original Medicare + Part D, Medigap and understanding the benefits and costs of these plans. Help is also available for enrollment, appeals and the general paperwork that goes with Medicare enrollment.

What to Look Out For When Deciding on a Plan

There is admittedly a lot that can go wrong when picking a plan. What looks great on paper may not work in practice. Hospital systems, specialists, and networks vary significantly by insurer, so you’ll want to ask your providers to make sure your main doctors, specialists and local hospitals are included.

Medicare Advantage plans penalize claimants for going out of network. Be careful with plans that severely restrict the providers you can use. Many hospitals and doctors are leaving Medicare Advantage networks. Contact your providers directly, as the insurance company directories are typically not updated.

Plans also change from year to year. Some insurers leave markets or change counties based on their profitability. Even if your plan continues in your area, benefit changes may impact drug coverage, tier lists or prior authorizations may change.

What about Traditional Medicare?

Many people skip the Advantage plans altogether. Traditional Medicare includes most doctors and most hospitals. You’ll need a Medicare Supplement (also known as Medigap) policy, which can be expensive but covers what Medicare won’t.

Drug Plans are More Expensive

The number of stand-alone Medicare drug benefit plans (Part D) are decreasing sharply and their costs are escalating. Drug deductibles are up, and many co-pay prescriptions will require higher patient payments next year. Insurance companies are using the term “coinsurance” which is corporate-speak for you’ll have to pay for this.

Medicare.gov has a tool to review prescriptions and help identify what you’ll pay for medication under each plan.

Cost-Assistance Plans in New York

New York offers the Medicare Savings Program, which helps pay Medicare Part premiums and, in income is low enough, may pay deductibles and copays. There’s also “Extra Help” /Low Income Subsidy for Part D to help with drug costs, premiums, and deductibles. If you’re a resident, look into EPIC – New York’s Elderly Pharmaceutical Insurance Coverage program, which might help with drug costs for NY residents. All of these programs are available through the New York State Office for the Aging.

On Long Island, there are a few nonprofit advocacy groups who can help. Family & Children’s Association (FCA) in Garden City, Nassau County, provides free, unbiased guidance to local seniors through its HIIPCAP Medicare counseling efforts. AARP also offers a variety of resources for 2025 Medicare enrollment, including online guides, webinars, and tools.

How We Can Help

We recognize the process of figuring out what plan to use can be confusing. We are able to find options for specific zip codes on Long Island and identify the ones that look strongest for our clients. We do not sell insurance and are not insurance experts, but we have certain research tools that may be helpful. You are invited to contact the office if you’d like input on their plans.

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What is the Retirement Rule of $1 More?           

Some limits and deadlines have wiggle room, but IRS rules, especially those regarding retirement rules, aren’t among them.

The “retirement rule of $1 more” refers to the costly situations created when an increase, even by as much as $1, can trigger tax consequences or increase Medicare costs. Want to avoid crossing this expensive line? Here’s how.

Medicare’s Threshold—Meet IRMAA

The complexities of Medicare make it easy to make expensive mistakes. One survey revealed that more than 50% of people queried didn’t know that Medicare Part B – how doctor’s fees are paid – isn’t free. You have to pay monthly premiums for the coverage. What most folks don’t know: high incomes will lead to higher premiums.

If you exceed certain thresholds, expect to receive a welcoming letter from Medicare telling you that you’ve fallen into the IRMAA category. Income Related Monthly Adjustment Amount (IRMA) is based on the Modified Adjusted Gross Income (MAGI) from two years prior. In 2025, the first surcharge starts at $103,000 for singles and $206,000 for married couples filing a joint return.

If you do a Roth Conversion, take RMDs (Required Minimum Distribution) from your retirement accounts or added a new project to a retirement/side hustle, you could end of paying higher health costs for an entire year.

There’s some hope for the IRMAA threshold. If you had a major life change, including a death of a spouse, loss of a job, or income is higher because of a qualifying event, you can try to appeal using SSA-Form 44. It’s worth the effort, but there’s no guarantee of reduced premiums.

Social Security Tax Traps

Depending on how much you earn from other sources, your Social Security benefits might be subject to federal tax – as much as 85%. The SS tax calculation is based on “provisional income,” which means half of your SS benefits plus all other income, including wages, IRA withdrawals and tax-exempt interest.

Cross the $25,000 limit for singles or $32,000 for married joint filers, and the tax hit begins. It’s been decades since the formula has been updated, so every year the number of people hitting and exceeding the threshold increases.

The new tax law doesn’t eliminate federal taxes on SS, but it does give Americans age 65 and older with income under $75,000 (for individuals) and $150,000 for couples a $6,000 boost to their already existing extra standard deduction from 2025 to 2028.

Capital Gains Tax Windows

The tax code gives a 0% long term capital gain rate to many retirees, but this window closes fast. Ordinary income, including withdrawals from IRAs or 401(k) stays below capital gains, but even a modest income increase can move you into a higher tax bracket. Depending on where you land, those gains could be taxed at 15% or 20%.

In 2025, married joint filers can realize up to $96,700 in long term capital gains with zero federal tax if there’s little or no other income. But you may still need to pay state taxes. And go just $1 over ordinary income and your gains may become taxable.

Remember your RMDs from traditional IRAs and 401(k)s? They’re taxed as ordinary income, so every time you receive an RMD, your income tax increases and so can your tax bracket, Medicare premiums and how much of your Social Security benefits are taxed.

But wait—there’s more. Small increases in income can disqualify retirees from a number of other tax breaks and credits, including the Saver’s Credit, deductions for medical and charitable donations.

What Can You Do to Minimize These Threshold Costs?

The best defense against the Retirement Rule of $1 More is planning ahead. Talk with your CPA to discuss your income, strategies and make the necessary adjustments. One method is to use taxable retirement accounts before tapping pre-tax ones to take advantage of lower, 9% capital gains rate. Another is to convert IRAs and 401(k)s to Roths in lower tax years. If you don’t need your RMDs, you could use them for a Qualified Charitable Distribution (QCD), which allows you to donate up to $100,000 to a qualified nonprofit.   

We recommend a conversation with our office to discuss how to structure retirement income with your estate plan. There are a number of opportunities available to minimize your chances of stepping over that expensive threshold.

Resource: Kiplinger July 8, 2025 “The Retirement Rule of $1 More”

Man stepping off a cliff but a bridge is being built to prevent him from falling

New York State’s Estate Tax Cliff: How to Keep Your Estate on Solid Ground

New York State residents shouldn’t overlook a crucial and potentially costly component of their estate planning: New York State’s estate tax cliff. If your estate falls within the $7 million to $14 million range, it is imperative to address this issue now—before it results in an unnecessary and substantial tax burden on your heirs.

Understanding the New York Estate Tax Cliff

Unlike the federal estate tax, which imposes a tax on assets only above the exemption threshold, New York State’s estate tax has its own exemption and a unique twist—commonly referred to as the “estate tax cliff.”

As of 2025, the New York State estate tax exemption is approximately $7.16 million. However, if your taxable estate exceeds 105% of this exemption (i.e., roughly $7.518 million), the entire estate becomes subject to taxation, not just the portion that exceeds the exemption.

This means a modest increase in the size of your estate can trigger a disproportionately large tax liability. Depending on the estate’s size, New York’s estate tax rate can range from 3.06% to 16%, which—while lower than federal rates—can still result in the loss of hundreds of thousands or millions of dollars if not planned for properly.

Illustrating the Cliff: A Hypothetical Example

Let’s consider a simplified example (with numbers subject to update based on current tax tables):

  • Taxable estate value: $7,518,000
  • NYS estate tax liability (if no planning): approximately $707,648

However, with appropriate estate planning—specifically the inclusion of a charitable bequest clause—this tax liability can potentially be eliminated.

By making a charitable gift equal to the amount that exceeds the exemption threshold, your estate can effectively reduce its taxable value and avoid falling off the tax cliff. For example:

  • Charitable bequest: $358,000
  • Revised estate tax liability: $0
  • Net savings to heirs: approximately $349,647

(Please note: these figures are illustrative only and must be calculated based on current exemption amounts and your actual estate value.)

What Is a Charitable Savings Clause?

A Charitable Savings Clause—also known as a conditional or formula-based charitable bequest—is a provision in your Last Will and Testament that directs a charitable donation only if your estate exceeds the New York exemption threshold.

This clause typically activates upon the death of the surviving spouse when the estate is fully exposed to estate tax. If the estate’s value places it in danger of crossing the 105% threshold, the charitable bequest effectively “brings it back” within the exempt range—preserving more of the estate for heirs while supporting a cause of your choosing.

We typically draft this provision as a “provisional charitable gift” so it’s only triggered if needed. This flexible approach ensures that your legacy remains intact regardless of minor fluctuations in estate value or exemption thresholds.

Other Ways to Avoid the Cliff

Other techniques can be used to avoid an Estate being taxable in New York when it does not owe tax Federally. Two common techniques are the use of credit shelter trusts for spouses and lifetime gifting.

When you have a married couple, the first spouse to pass away can leave assets in a trust for the surviving spouse in a way that those assets are not part of the surviving spouse’s taxable estate. This allows couples to shield more assets from estate tax and ensures the first spouse makes use of his New York estate tax exemption.

In New York, lifetime gifts are not taxed and do not count towards the estate tax exemption. This is different than Federal estate tax, which combines lifetime taxable gifts with estate value to determine the gross estate for tax purposes. If a person is above the New York estate tax threshold but below the Federal estate tax threshold, lifetime gifting to family members can be a good strategy for avoiding estate tax. And as New York has its Estate Tax Cliff, a taxable estate can cost hundreds of thousands or millions of dollars.

Your Estate Planning Checklist to Avoid the Cliff

Accurately determine your estate’s current value. Include all real estate, investments, retirement accounts, business interests, and life insurance proceeds.

Estimate your New York State estate tax exposure. Work with a qualified estate planning attorney or financial advisor to run projections based on your assets and the current exemption.

Determine the charitable deduction required. Calculate the necessary bequest to reduce your taxable estate below the threshold to see if this is your best option.

Add a Charitable Savings Clause to your Will. This ensures flexibility and effectiveness in case the estate triggers the tax.

There’s more you can do to avoid the New York State estate tax. Proper planning including the use of credit shelter trusts and lifetime gifting can also help avoid the New York estate tax cliff.

Communicate your plan to your executor and heirs.  Clear communication helps avoid confusion and ensures that your wishes are honored.

Annual Review Is Essential

Because New York’s estate tax exemption is adjusted annually for inflation, and because your estate’s value can fluctuate over time, regular reviews of your estate plan are critical. An estate that is exempt this year could become taxable next year, and vice versa. We recommend reviewing your estate plan annually, especially if your estate is near the exemption threshold or if you anticipate major changes in assets, family dynamics, or charitable goals.

Filing Considerations

New York State requires that estate tax returns be filed within nine months of the decedent’s death. A three-month extension may be requested, but the tax itself must still be paid by the original due date to avoid interest and penalties. Advance planning allows your executor to fulfill these obligations in a timely and efficient manner.

New York’s estate tax cliff is a harsh trap that can be avoided with foresight and proper legal drafting. A modest charitable gift can protect your estate from significant tax liability, preserve your family’s inheritance, and support the philanthropic causes you care about.

If your estate is nearing or exceeding the New York estate tax exemption amount, we encourage you to contact our office for a confidential consultation. We will review your current estate plan and ensure that you remain on solid financial—and legal—ground.

Happy family surrounding grandfather playing guitar

Seniors, What Do You Need to Know About Out of Pocket Health Care Costs?

Medicare doesn’t pay for everything. One of the big financial challenges of Medicare is the out-of-pocket cost, which can be a surprise if you’re not ready for it.

How much you’ll pay and when depends on the kind of Medicare you have. Traditional Medicare, operated by the government, provides care on a fee-for-service basis. Medicare Advantage is sold and serviced by private insurance companies and works on a managed-care model.

Traditional Medicare doesn’t have an annual out-of-pocket limit for outpatient and hospitalization services. You’ll want to consider purchasing a Medigap or supplemental insurance policy. These policies are marketed and serviced by private insurance companies.

Medicare Advantage plans typically come with their own out-of-pocket limits, which can be high, depending on which one you pick. They range from $5,000 to $9,000. The out-of-pocket protection varies with the plans. If you find yourself with a serious medical condition, the out-of-pocket cost can make it difficult or impossible to afford the care you need.

While the Inflation Reduction Act of 2022 imposes a $2,000 cap on out-of-pocket spending for drugs paid for through Part D Medicare plans, we’re sure this is going to be challenged at some point in the near future. Pharmaceutical lobbyists are a powerful force.

Deciding whether or not to go with traditional Medicare or Medicare Advantage should be based on more than up front costs. While Medicare Advantage offers one-stop shopping and claims to offer extra benefits, they come with serious limitations. You can only use a doctor who is in network, prior authorizations are required, and promised benefits are often limited to those who accept their plans.

Traditional Medicare offers the widest access to health providers, with only a few medical services requiring prior authorization.

There are definitely tradeoffs to consider between Medicare programs and you’ll need to do your homework, regardless of which plan you chose. In the meantime, buying a Medigap policy may be a wise decision to cover your healthcare costs, especially if you, like most seniors, live with a chronic condition of one kind or another.

Medigap premiums vary, but the benefits offered are standardized across insurers and across the country. They all cover hospital coinsurance—the cost you pay after meeting the deductible. Many cover all or part of the hospital deductible for Medicare ($1,676 in 2025). Medigap also covers all or part of the 20% of physician fees once you meet the Medicare Part B deductible, which is $257 this year. Some even cover the cost-sharing in skilled nursing facilities.

The best time to buy a Medigap plan is when you first sign up for Medicare Part B, which covers doctor visits and outpatient care. This is when Medigap is not allowed to reject your application or charge a higher premium for any pre-existing conditions. It’s called “guaranteed issue” and this is available during the six month Medigap Open Enrollment Period. The time starts on the first day of the month in which you are 65 years old or older and enrolled in Medicare Part B.

After this time period ends, most Medigap plans can reject your application or charge higher premiums because of pre-existing conditions except for four states: Maine, Massachusetts, Connecticut and New York.

Deciding whether to go with traditional Medicare or Medicare Advantage can be overwhelming, as there are so many different variables. What kind of out-of-pocket costs do you anticipate? What kind of medications do you take every day? A thorough review of your recent medical needs should be done in tandem with a review of the plans you’re considering.

One thing to consider: people enrolled in traditional Medicare with supplemental Medigap policies are the least likely to report trouble managing their healthcare costs because they have the greatest level of protection.

If you have questions, we invite you to call the office. We often review Medicare decisions with clients as part of their estate plan. We don’t sell insurance, but our experience with these insurance plans allows us to make worthwhile recommendations to clients.

Reference: The New York Times – “Bridging the Medicare Cost Gap: Know Your Options”

Picture of a blue umbrella over the word Medicaid, concept of sheltering assets from Medicaid

When is the Best Time to Use a Medicaid Asset Protection Trust?

Long-term care planning is a critical aspect of estate and financial planning, especially for individuals who may require Medicaid in the future. A Medicaid Asset Protection Trust (MAPT) is one of the most effective tools for protecting assets while ensuring Medicaid eligibility. If an individual owns substantial assets, setting up a MAPT early can prevent Medicaid spend-down requirements, ensuring more wealth is preserved for heirs.

But when is the best time to establish a MAPT? The answer depends on multiple legal and financial considerations, including Medicaid’s five-year look-back period, irrevocable trust laws, and estate recovery rules.

Legal Overview of a Medicaid Asset Protection Trust

A Medicaid Asset Protection Trust (MAPT) is a special type of irrevocable trust that lets individuals shield assets from Medicaid’s eligibility calculations while ensuring they qualify for long-term care benefits.

Legal Characteristics of a MAPT

Irrevocability—Once a MAPT is established, the grantor (the person creating the trust) cannot dissolve or modify it in most circumstances. This feature ensures that Medicaid cannot count the trust’s assets as part of the grantor’s resources.

Look-Back Rule – Federal law imposes a five-year look-back period on transfers into a MAPT. Any assets transferred within five years of applying for Medicaid may result in a penalty period during which the applicant must self-pay for long-term care.

Trustee  and Beneficiaries—The grantor cannot serve as the trustee but can designate beneficiaries (e.g., children or heirs) who will inherit the trust assets after their passing. The trust can provide that all income is paid to the grantor, but the trust cannot invade the grantor’s principal. However, the trust can distribute principal to the ultimate beneficiaries of the trust.

Exemption from Medicaid Estate Recovery – One of the leading legal advantages of a MAPT is that it prevents Medicaid estate recovery. This means that after the grantor’s death, Medicaid cannot reclaim funds from the trust to cover nursing home costs paid on the grantor’s behalf.

Best Time to Set Up a Medicaid Asset Protection Trust

From a legal standpoint, the five-year look-back period is the most critical consideration when determining the timing of a MAPT. Under 42 U.S.C. § 1396p(c) of the Social Security Act, Medicaid reviews financial transactions made within 60 months (5 years) before an application to determine if assets were transferred improperly.

  • If assets were transferred into a MAPT less than five years before applying for Medicaid, a penalty period is imposed.
  • The penalty period is calculated based on the total value of transferred assets divided by the average monthly cost of nursing home care in the applicant’s state.

Establishing a MAPT before major health issues arise ensures assets are protected when Medicaid is needed.

While the Grantor is in Good Health (Preventing Medicaid Penalty Exposure)

The best time to create a MAPT is while the grantor is still in good health and does not anticipate an immediate need for long-term care. Waiting until after a serious medical diagnosis (e.g., Alzheimer’s or Parkinson’s disease) could mean:

  • Ineligibility for Medicaid benefits due to the five-year look-back period.
  • Potential loss of assets to nursing home expenses while waiting for the penalty period to end.

Before Significant Asset Accumulation disqualifies you from Medicaid (Medicaid Eligibility Limits & Asset Spend-Down Rules)
Under federal and state Medicaid laws, an applicant’s countable assets must fall below a specific threshold to qualify for benefits. For example:

  • Single applicants – countable assets must be below $32,396 in New York. In most other states, the limit is $2,000.
  • Married applicants – The spouse staying in the community (community spouse) can typically keep part of the couple’s assets, known as the Community Spouse Resource Allowance (CSRA).

To Protect the Family Home from Medicaid Recovery (Legal Strategies for Homeowners)

Under federal law (42 U.S.C. § 1396p(b)), Medicaid can recover costs from a recipient’s estate after death. This means that if a home is still in the individual’s name at the time of death, Medicaid may place a lien on it and force its sale to recover expenses.

A MAPT can prevent this because the trust legally owns the home, not the Medicaid recipient. Medicaid cannot place a lien on an irrevocable trust’s assets, protecting the home for heirs. Homeowners who wish to keep their property in the family should place it into a MAPT well before applying for Medicaid.

What Happens If You Wait Too Long? (Legal Consequences of Late Planning)

If you delay setting up a MAPT and need Medicaid within five years, several legal challenges arise:

  • Medicaid Penalty Period—Transfers within five years lead to a period of ineligibility, which requires private payment for care.
  • Forced Asset Spend-Down – Without a MAPT, applicants may have to liquidate assets (such as selling a home) to qualify.
  • Risk of Medicaid Estate Recovery—Medicaid can claim Assets left outside a MAPT after death.

The best time to establish a Medicaid Asset Protection Trust is at least five years before applying for Medicaid while the grantor is still in good health. This approach ensures:

  •  Full compliance with Medicaid’s five-year look-back rule.
  • Preservation of assets for heirs.
  • Avoidance of Medicaid spend-down requirements
  • Protection of the family home from estate recovery.

Need Help with Medicaid Planning?
If you’re considering a Medicaid Asset Protection Trust, schedule a free consultation with our office to discuss your options. Early planning is the key to protecting your assets and securing Medicaid eligibility when you need it most.

Photo of Capital Dome with blue sky

Washington Abandons Beneficial Ownership Reporting for U.S. Nationals and Companies

In a dramatic policy reversal, the U.S. Treasury has permanently suspended the Corporate Transparency Act (CTA) beneficial ownership reporting requirements for all U.S. citizens and domestic businesses. This decision significantly shifts corporate compliance regulations, impacting businesses nationwide.

The CTA, enacted to enhance financial transparency and combat illicit finance, required most U.S. entities to report their beneficial ownership to a national registry managed by the Financial Crimes Enforcement Network (FinCEN).

  • New entities (established since January 1, 2024) had to file within weeks of formation.
  • Existing entities were required to submit reports by January 1, 2025.

However, multiple lawsuits challenged the Act on constitutional grounds, leading to legal uncertainty and enforcement delays throughout 2024. In December 2024, a Texas court issued an injunction against the enforcement of the CTA. Several reversals and reinstatements of the reporting provisions followed this. By February 2025, the compliance deadline was pushed to March 21, 2025, while the Treasury signaled a potential reconsideration of the rules.

The U.S. Treasury has permanently stopped enforcing CTA reporting obligations for U.S. entities. This means no penalties or fines will be imposed on domestic businesses or their beneficial owners—not now or in the future. The Treasury plans to revise the rule to focus only on foreign-owned entities. A public consultation will be held before new regulations take effect.

Treasury Secretary Scott Bessent described the decision as supporting American taxpayers and small businesses, ensuring financial regulations remain practical and non-burdensome. He framed the decision as part of President Trump’s broader agenda to eliminate excessive regulatory hurdles for businesses.

The Financial Action Task Force (FATF), which last year deemed the U.S. “largely compliant” with corporate transparency rules due to the CTA, may reassess the country’s standing following this policy reversal.

While the future shape of beneficial ownership regulations remains uncertain, one thing is clear: U.S. businesses will no longer need to comply with the CTA’s reporting requirements. Those preparing for compliance can now put those plans on hold until further guidance emerges.

Stay tuned for updates as the Treasury progresses with its proposed rulemaking process.