Health Care Costs in Retirement: What Landstar System Employees Should Know Before It’s Too Late

Healthcare Provider Update: Healthcare Provider for Landstar System Landstar System, Inc. partners with various healthcare providers to offer health insurance benefits to its employees. While the specific healthcare provider can vary depending on the insurance plan chosen by employees, Landstar commonly collaborates with major national insurers such as Aetna, Blue Cross Blue Shield, and UnitedHealthcare to provide comprehensive health coverage. Healthcare Cost Increases in 2026 As employers brace for steep healthcare cost increases in 2026, the outlook looks particularly daunting due to multiple economic pressures. With projections of medical costs rising by 8.5% and insurers requesting average premium increases of over 20%, workers can expect to see their out-of-pocket expenses soar as enhanced federal premium subsidies expire. The confluence of increased treatment costs, an aging workforce, and overall inflation is exacerbating these challenges, leaving many employees concerned about their ability to afford necessary healthcare services. Without proactive measures, more individuals could find themselves priced out of adequate coverage, emphasizing the urgent need for strategic planning ahead of these changes. Click here to learn more

'Landstar System employees should treat rising health care costs as a central part of retirement planning, not an afterthought, by integrating realistic medical expense projections into their overall financial strategy early on.' — Michael Corgiat, a representative of The Retirement Group, a division of Wealth Enhancement.

'Landstar System employees who factor health care inflation into their long-term retirement plan can better maintain financial stability and flexibility throughout their later years.' — Brent Wolf, a representative of The Retirement Group, a division of Wealth Enhancement.

In this article, we will discuss:

1. The rising cost of health care in retirement and its impact on long-term outcomes for your finances.

2. Strategies Landstar System employees can use to estimate and manage future medical expenses.

3. Smart ways to integrate health care planning into your overall retirement strategy.

You’ve been saving, working, and planning your retirement for decades. Yet many Landstar System employees are still surprised by one expense that can quietly disrupt even the most careful plans: health care.

Even if your mortgage is paid, your pension elections are set, and your retirement travel mapped out, health care costs can alter your financial path if not taken into account early.

According to Wealth Enhancement financial adviser Kevin Won, CFP®, “Health care inflation is the hidden tax on retirement. People often budget carefully for living expenses and travel, but underestimate the long-term costs of health and longevity.”

The Price of Health Care in Retirement

Industry research shows the average 65-year-old couple may need roughly $345,000 to cover premiums, prescriptions, and out-of-pocket expenses in retirement—not including long-term care. ¹  Depending on health and lifespan, total costs could reach higher amounts. For Landstar System retirees, these expenses can reduce decades of pension and 401(k) savings if not addressed appropriately.

Between 1989 and 2019, prescription drug prices surged over 200%, and hospital care costs climbed about 450%, far outpacing general inflation. ²  This reinforces the need for Landstar System employees to plan for the future cost of medical care well before retirement.

Why Estimating Health Care Costs Is So Difficult 

Everyone’s retirement health story is different, but several key factors shape expenses:

Life Expectancy
Many Americans now live well into their 80s. For Landstar System couples retiring at 65, there’s nearly a high chance at least one partner will live past 80 ³ —meaning additional years of premiums and prescriptions.

Personal Health
Even retirees in good health will face costs for age-related procedures, such as joint replacements, dental, and vision care. As Won notes, “Being healthy gives you choices, but not immunity from medical costs.”

Location
Where you live after leaving Landstar System can have a major impact. Medical procedures may vary by tens of thousands of dollars depending on the state or region.

Insurance Options
Medicare provides core coverage, but it doesn’t cover everything. Landstar System retirees who transition from company health benefits should understand that dental, vision, and long-term care are excluded from Original Medicare (Parts A and B).

The Ongoing Trend of Medical Inflation

Medical costs continue to rise faster than general inflation. While new technology improves outcomes and longevity, it also increases expenses. For Landstar System retirees living on fixed pensions, this trend can place pressure on household budgets over time.

Won cautions, “The challenge isn’t today’s prices—it’s tomorrow’s uncertainty. Retirees who base planning on current medical costs may face shortfalls in 10 to 15 years.”

Turning Concern into Control

You may not influence the health care system, but you can influence your preparation. Landstar System employees can start by estimating their current expenses—including out-of-pocket costs, copays, and premiums—and using an annual health care inflation rate of 5–6% to model potential future needs.

Regularly review your insurance coverage, including any Landstar System retiree medical benefits you qualify for, and adjust as plans and costs change. Flexibility is essential—having a buffer is better than facing a shortfall during retirement.

Smart Strategies for Paying Health Care Costs

1. Understand Medicare Coverage ⁴

• Part A: Covers hospital stays, usually with no premiums but with deductibles.

• Part B: Covers outpatient care with monthly premiums and copays.

• Part D: Offers prescription coverage through private insurers.

• Part C: (Medicare Advantage): May include dental and vision benefits.

2. Account for Long-Term Care
About 70% of retirees will need some form of long-term care. ⁵  Costs can range from $70,000 to $75,000 annually for assisted living. ⁶  Landstar System retirees should consider long-term care insurance or hybrid life policies, since Medicare does not cover custodial care.

3. Use Health Savings Accounts (HSAs)
Employees enrolled in a high-deductible health plan can fund HSAs with triple tax benefits: tax-deductible contributions, tax-free growth, and tax-free withdrawals for qualified medical expenses. After age 65, funds may be applied to Medicare premiums and dental or hearing costs.

4. Keep a Medical Emergency Fund
Set aside six to 12 months of medical expenses to handle dental implants, surgeries, or out-of-network care. This helps avoid liquidating investments during market downturns.

5. Balance Your Investments
Health care inflation often exceeds overall inflation. A mix of growth and income investments can help Landstar System retirees preserve purchasing power and maintain cash flow for health needs.

6. Review Prescription Options
Compare prices between pharmacies, consider mail-order services, and choose generic medications when available to reduce costs.

7. Include Health Care in Your Income Strategy
Treat health care as a fixed expense in your retirement budget. “When health care becomes part of your income plan, it can stop being a source of fear,” says Won.

8. Stay Informed Without Overreacting
Laws and benefits change frequently. Focus on what you can control—your savings rate, coverage selections, and plan reviews.

Your Health and Finances Are Connected

A well thought-out health care strategy can support both your wealth and your peace of mind. Whether you’re still working at Landstar System or approaching retirement, now is the time to strengthen your plan.

“This is the stage where your preparation pays off,” says Won. “We want health care to be part of your retirement story, not a surprise ending.”

How The Retirement Group Can Help

Health care planning doesn’t have to be overwhelming. The Retirement Group can assist Landstar System employees in designing a customized retirement and health care strategy aligned with their goals and benefit options. To speak with a retirement planning consultant about your pension, 401(k), or health care choices, call (800) 900-5867.

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Sources:

• 1. Fidelity Investments. ' Fidelity Investments Releases 2025 Retiree Health Care Cost Estimate ,' July 30, 2025.

• 2. Rakshit, Shameek, Emma Wager, Paul Hughes-Cromwick, Cynthia Cox, and Krutika Amin.  “How Does Medical Inflation Compare to Inflation in the Rest of the Economy?”  Peterson-KFF Health System Tracker, 2 Aug. 2024,  www.healthsystemtracker.org/brief/how-does-medical-inflation-compare-to-inflation-in-the-rest-of-the-economy/ .

• 3. Social Security Administration. ' Actuarial Life Table .' Period life table, 2022, as used in the 2025 Trustees Report.

• 4. Centers for Medicare & Medicaid Services.  “What’s Not Covered?”  Medicare.gov, 6 months ago (access date Oct. 30, 2025),  www.medicare.gov/providers-services/original-medicare/not-covered .

• 5. Administration for Community Living.  “How Much Care Will You Need?”  U.S. Dept. of Health & Human Services, 18 Feb. 2020 (page updated), acl.gov/ltc/basic-needs/how-much-care-will-you-need.

• 6. Where you live matters. ' How Much Does Assisted Living Cost? ' May 13, 2025.