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Why More Workday Employees Are Considering Social Security Early — And How Medicare Changes Play a Role

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Healthcare Provider Update: Healthcare Provider for Workday: Workday, the leading provider of enterprise cloud applications for finance and human resources, typically partners with large health insurance carriers such as UnitedHealthcare, Anthem (Elevance Health), and Aetna to deliver healthcare benefits to its employees. These partnerships ensure that employees have access to comprehensive healthcare plans that cater to a diverse workforce. Potential Healthcare Cost Increases in 2026: As we move into 2026, employees at Workday may face significant hikes in their healthcare costs. With projections indicating premium increases exceeding 60% in some states and a potential average rise of 18% nationally, many employers, including Workday, are likely to adjust their benefits structure. This shift could result in higher deductibles and out-of-pocket expenses for employees, particularly if enhanced federal subsidies expire. Workers are encouraged to stay informed about benefit changes and strategize their healthcare spending to mitigate these impending cost increases. Click here to learn more

 'Workday employees weighing when to file for Social Security should consider both current health care costs and long-term income needs, so they can stay adaptable as retirement unfolds.' — Paul Bergeron, a representative of The Retirement Group, a division of Wealth Enhancement.

'Workday employees can benefit from thoughtfully coordinating Social Security timing with health care expenses so their retirement income stays aligned with their evolving needs over time.' — Tyson Mavar, a representative of The Retirement Group, a division of Wealth Enhancement.

In this article, we will discuss:
  1. How Social Security filing age affects retirement income.

  2. How Medicare expenses factor into when retirees claim benefits.

  3. Why emotional concerns are shifting filing behavior for many Americans.

Written by Wealth Enhancement advisors Kevin Landis, CPA and Wesley Boudreaux

Advisors in the retirement-income space have long suggested that retirees consider delaying filing for Social Security benefits. For those with a full retirement age (FRA) of 67, waiting until age 70 can result in monthly payments that are around 24% higher. 1  And for those with an FRA of 66, the increase if one waits until age 70 is closer to 32%. 1  Workday employees nearing retirement often hear this same message.

However, new national data indicates a growing number of Americans plan to claim Social Security before age 70. Cost pressures and health care related issues are major influences in this trend.

The Retirees’ Reality

Today’s retirees face a very different environment than those in past decades, including less access to traditional pensions, rising health care costs, and mounting everyday living expenses. In the private sector, only about 15% of workers still have access to defined benefit pensions, 2  affecting many households and Workday employees.

According to retirement consultant Wesley Boudreaux, 'most retirees are not choosing to claim early for the sake of it.” Instead, rising medical and living costs are driving earlier benefit decisions because of cash flow pressures.

One major factor? Health care. Nearly 39% of out-of-pocket health care spending by Medicare beneficiaries was equivalent to Social Security payments received, on average, in 2022. 3

Medicare Advantage: A Key Planning Factor

Additionally, shifts in Medicare Advantage plans have left many retirees unsure about upcoming costs. Benefit structures can vary significantly by year or by region, causing cost surprises that Workday workers and their families may need to plan for.

“We are already seeing clients paying more for health care than expected,” said Kevin Landis, CPA. “When medical expenses rise, Social Security often becomes the first lever people pull to handle that burden.”

This is why coordinating Social Security filing decisions with Medicare coverage choices remains important, particularly when plans change annually.

“This is the intersection of Social Security and health care planning,” Landis adds. “Changes in one can influence the other.”

Emotional Considerations Also Matter

Money matters aren’t the only reason retirees claim earlier. Concerns about the future of Social Security have caused many to look for the emotional comfort of taking benefits sooner, including some Workday workers preparing for retirement.

While benefits are expected to continue—even if trust fund reserves decline in the 2030s—worries about future payouts can play a role.

“It’s not just about math,” Boudreaux explains. “People want control and stability in retirement, even if that means receiving less over time.”

Finding the Right Approach for You

Whether filing early is a good fit depends a lot on health, cash flow needs, and longer-term retirement goals. Thoughtful planning helps maintain flexibility, rather than driving you to respond under pressure.

“The best approach balances today’s needs with what lies ahead,” Landis says. “And that begins with understanding how Medicare and Social Security interact.”

Need Help Reviewing Your Options?

The Retirement Group, a division of Wealth Enhancement, helps individuals evaluate Medicare electives, analyze Social Security filing alternatives, and design retirement income strategies based on personal goals—including guidance tailored to those employed by Workday.

📞 Call (800) 900-5867 before your next enrollment period to schedule a Social Security & Health Care Review.

Work toward confidence in your long-term retirement income decisions.

About the Authors

Wesley Boudreaux and Kevin Landis, CPA, provide retirement income and tax planning guidance through Wealth Enhancement, helping people make informed choices about Social Security, Medicare, and financial well-being.

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Sources:

  • 1. CNBC. ' Does it still make sense to wait to claim Social Security retirement benefits? ' by Lorie Konish. 29 Apr. 2025.

  • 2. U.S. Bureau of Labor Statistics. ' 15 percent of private industry workers had access to a defined benefit retirement plan ,' 10 Apr. 2024.

  • 3. Kaiser Family Foundation. “ Health Costs Consume a Large Portion of Income for Millions of People with Medicare ,' by Ochieng, Nancy; Juliette Cubanski; Tricia Neuman; Anthony Damico. 21 Aug. 2025.

  • Other Resources:

  • 1. Social Security Administration.  When to Start Receiving Retirement Benefits: Publication No. 05-10147 . May 2024. U.S. Government Publishing Office, Washington D.C.
  • 2. Topoleski, John J., Elizabeth A. Myers, and Sylvia L. Bryan.  Worker Participation in Employer-Sponsored Pensions: Data in Brief and Recent Trends (R43439) . Congressional Research Service, 18 Sept. 2024.

  • 3. Medicare Payment Advisory Commission.  Report to the Congress: Medicare Payment Policy – Chapter 11: The Medicare Advantage Program: Status Report . Mar. 2025, medpac.gov/wp-content/uploads/2025/03/Mar25_Ch11_MedPAC_Report_To_Congress_SEC.pdf.

  • 4. Board of Trustees, Social Security.  2025 Annual Report of the Board of Trustees of the Federal Old-Age and Survivors Insurance and Federal Disability Insurance Trust Funds . 30 June 2025. U.S. Government Publishing Office, Washington D.C.

What is the 401(k) plan offered by Workday?

The 401(k) plan at Workday is a retirement savings plan that allows employees to save a portion of their paycheck before taxes are taken out.

How can I enroll in the Workday 401(k) plan?

Employees can enroll in the Workday 401(k) plan by accessing the benefits portal during the enrollment period or when they first become eligible.

Does Workday offer a matching contribution for the 401(k) plan?

Yes, Workday offers a matching contribution to the 401(k) plan, which helps employees maximize their retirement savings.

What is the vesting schedule for Workday's 401(k) matching contributions?

The vesting schedule for Workday's 401(k) matching contributions typically follows a standard schedule, which can be found in the employee handbook or benefits portal.

Can I change my contribution percentage to the Workday 401(k) plan at any time?

Yes, employees can change their contribution percentage to the Workday 401(k) plan at any time through the benefits portal.

What investment options are available in the Workday 401(k) plan?

The Workday 401(k) plan offers a variety of investment options, including mutual funds, target-date funds, and other investment vehicles.

Is there a loan option available through the Workday 401(k) plan?

Yes, Workday allows employees to take loans against their 401(k) savings under certain conditions.

How can I access my 401(k) account information at Workday?

Employees can access their 401(k) account information through the Workday benefits portal or by contacting the plan administrator.

What happens to my Workday 401(k) if I leave the company?

If you leave Workday, you have several options for your 401(k), including rolling it over to another retirement account or cashing it out, subject to taxes and penalties.

Are there any fees associated with the Workday 401(k) plan?

Yes, there may be fees associated with the Workday 401(k) plan, which are disclosed in the plan documents available to employees.

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For more information you can reach the plan administrator for Workday at 6110 Stoneridge Mall Rd. Pleasanton, CA 94588; or by calling them at 925-951-9000.

*Please see disclaimer for more information

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