Why More PENN Entertainment Employees Are Considering Social Security Early — And How Medicare Changes Play a Role
Healthcare Provider Update: Healthcare Provider for PENN Entertainment
PENN Entertainment primarily offers health insurance plans through its partnership with UnitedHealthcare, among other options, to provide a range of healthcare benefits for its employees.
Potential Healthcare Cost Increases in 2026
As we approach 2026, healthcare costs for PENN Entertainment employees are poised to rise significantly, driven by anticipated record increases in Affordable Care Act (ACA) premiums. Analysts expect average premium hikes to exceed 19% nationally, with some states reporting increases up to 66%. The looming expiration of enhanced federal premium subsidies could exacerbate these increases, potentially raising out-of-pocket costs for employees by 75% or more. As companies navigate these challenges, it may be imperative for employees to evaluate their health coverage options carefully and consider proactive measures to mitigate the anticipated financial impact.
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'PENN Entertainment 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.
'PENN Entertainment 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:
How Social Security filing age affects retirement income.
How Medicare expenses factor into when retirees claim benefits.
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.
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And for those with an FRA of 66, the increase if one waits until age 70 is closer to 32%.
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PENN Entertainment 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,
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affecting many households and PENN Entertainment 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.
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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 PENN Entertainment 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 PENN Entertainment 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 PENN Entertainment.
📞 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.
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 types of retirement plans does PENN Entertainment offer to its employees?
PENN Entertainment offers a 401(k) retirement savings plan to help employees save for their future.
How can employees at PENN Entertainment enroll in the 401(k) plan?
Employees can enroll in the PENN Entertainment 401(k) plan by completing the enrollment process through the company’s HR portal or by contacting the HR department for assistance.
Does PENN Entertainment match employee contributions to the 401(k) plan?
Yes, PENN Entertainment offers a matching contribution program for employee contributions to the 401(k) plan, subject to specific terms and conditions.
What is the maximum contribution limit for the PENN Entertainment 401(k) plan?
The maximum contribution limit for the PENN Entertainment 401(k) plan is in accordance with IRS guidelines, which may change annually.
Can employees at PENN Entertainment take loans against their 401(k) savings?
Yes, PENN Entertainment allows employees to take loans against their 401(k) savings, subject to the plan's rules and limits.
What investment options are available in the PENN Entertainment 401(k) plan?
The PENN Entertainment 401(k) plan offers a variety of investment options, including mutual funds, target-date funds, and other investment vehicles.
Is there a vesting schedule for employer contributions in the PENN Entertainment 401(k) plan?
Yes, there is a vesting schedule for employer contributions in the PENN Entertainment 401(k) plan, which determines when employees fully own those contributions.
How often can employees at PENN Entertainment change their 401(k) contribution amounts?
Employees at PENN Entertainment can change their 401(k) contribution amounts at designated times throughout the year, as specified in the plan guidelines.
What happens to my PENN Entertainment 401(k) if I leave the company?
If you leave PENN Entertainment, you have several options for your 401(k), including rolling it over to another retirement account, cashing it out, or leaving it in the PENN Entertainment plan if permitted.
Are there any fees associated with the PENN Entertainment 401(k) plan?
Yes, there may be fees associated with the PENN Entertainment 401(k) plan, which can include administrative fees and investment management fees.
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