Long-Term Care Insurance

A dedicated financial shield to help fund future care, protect your assets, and keep you in control of your legacy.

Licensed in Virginia & North Carolina

Helping hundreds of families secure their assets since 2014

Coordinating seamlessly with Estate Planning Attorneys and Financial Advisors

What is Long-Term Care Insurance?

There is a dangerous misconception that standard health insurance or Medicare will cover all the costs of getting older. They do not. Medicare is designed to cover acute medical care—like a hospital stay after a heart attack or short-term physical therapy after a fall.

Medicare does not cover long-term custodial care.

Long-term care insurance is a specific type of coverage designed entirely to help fill this massive gap. It helps pay for the ongoing, daily custodial care you may need if you suffer a prolonged physical illness, a severe disability, or a cognitive impairment like Alzheimer’s or dementia.


Specifically, these policies are typically triggered when you require supervision or active physical assistance with at least two of the six basic Activities of Daily Living (ADLs):


  • Bathing: Getting in and out of the tub or shower safely.
  • Dressing: Putting on and taking off everyday clothing.
  • Eating: Feeding yourself once food is prepared.
  • Transferring: Moving from a bed to a chair or wheelchair.
  • Toileting: Getting to and from the restroom.
  • Continence: Maintaining control of bodily functions.


Instead of significantly reducing your retirement accounts to pay a home health aide or a nursing facility, your long-term care insurance policy steps in to provide a dedicated stream of tax-advantaged or tax-free benefits, depending on the policy, to help cover those bills.

Why Long-Term Care Insurance Matter

The cost of aging is rising at an unprecedented rate. The financial risk of requiring extended care is staggering, making self-insuring an increasingly difficult strategy for most families.


Without insurance to act as a buffer, those costs fall entirely on your shoulders. Here is why exploring a policy matters:


It Protects Your Healthy Spouse

If you are married, paying out of pocket for facility care can significantly reduce the joint savings your healthy spouse relies on. Insurance helps ensure their standard of living is protected.

It Prevents Family Burden

Without a funding source, adult children are often forced to step away from their careers to provide free care. Insurance allows your children to remain your family, rather than becoming your full-time nurses.

It Preserves Your Choices

When you are paying out of pocket and the money runs out, you may lose the ability to choose your care setting. Insurance gives you the funds and flexibility to stay at home or choose a high-quality private facility.

Is Long-Term Care Insurance Right For You?

Long-term care insurance is not for everyone, but it is a critical tool for a specific group of people. You should strongly consider exploring coverage options if:

  • You are in your 50s or 60s

    This is the "sweet spot" for purchasing coverage. While you can apply later in life, applying while you are still relatively young and healthy ensures you have the best chance to qualify and lock in more favorable premium rates.

  • You have assets you want to protect

    If your primary goal is to pass your home, your savings, and your investments on to your children or a favorite charity, insurance acts as the shield to help make that possible.

  • You want to maintain your independence

    If you have a strong desire to stay in your own home for as long as possible, insurance can provide the liquid cash flow necessary to help hire private home health aides and age in place on your own terms.

How Long-Term Care Insurance Works

At Midtown Financial, Willie Jester believes in complete transparency. You should never purchase a financial product you do not fully understand. When we guide you through your coverage options, we focus on four primary moving parts to ensure it aligns with your budget and your goals:

  • 1. The Benefit Amount (Your Daily/Monthly Budget)

    This is the maximum amount of money the insurance company will pay out per day or per month for your care.

  • 2. The Benefit Period (Your Pool of Benefits)

    This dictates how long your policy will pay out. Most modern policies are structured as a "pool of benefits." For example, you might select a policy that pays out for 3, 4, or 5 years. Once you combine your monthly benefit with your benefit period, you create a total pool of funds waiting for you if you get sick.

  • 3. The Elimination Period (Your Deductible)

    Think of this as a time-based deductible. It is the number of days you must pay for your own care out-of-pocket before the insurance policy kicks in. Choosing a 90-day elimination period is a common way to lower your monthly premium.

  • 4. Inflation Protection

    Care costs are rising. We can explore attaching inflation riders that automatically grow your benefit amount over time, helping your policy keep pace with the rising cost of healthcare.

"But What if I Never Need Care?"

The most common hesitation people have about traditional long-term care insurance is the "use it or lose it" risk. No one wants to pay premiums for 20 years and lose all that money if they remain perfectly healthy.


If this is a concern for you, Willie can help you explore Hybrid Asset-Based Policies.


These are powerful life insurance policies or annuities that include robust long-term care riders.



  • If you need care, you can draw from a tax-advantaged or tax-free pool of benefits to help pay for your home care or facility.
  • If you never need care, the policy pays out a death benefit to your family, ensuring your premiums provided value.
  • If you change your mind later, some policies may even offer a return-of-premium feature.


It is crucial to understand that buying a policy is not a complete plan; it is simply an insurance tool used to help fund a strategy.


At Midtown Financial, we don't just write a policy and wave goodbye. Willie Jester guides you in integrating your insurance coverage into a broader protective strategy. He coordinates alongside your estate planning attorneys and tax professionals to ensure your financial defense is seamless.


Your insurance provides the capital. Your Long-Term Care strategy provides the roadmap. Together, they create a strong layer of protection around your financial life.

Insurance is Just One Piece of the Puzzle

Start Structuring Your Defense Today

The cost of waiting is high, both financially and medically. Do not wait until a sudden health crisis limits your options. Sit down with Willie Jester to explore how long-term care insurance can help protect your family.