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

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Healthcare Provider Update: Healthcare Provider for Insight Enterprises Insight Enterprises primarily collaborates with major healthcare providers to offer comprehensive health coverage options for their employees. The notable providers interfacing with Insight Enterprises include UnitedHealthcare, Anthem Blue Cross Blue Shield, and Cigna, among others. These partnerships ensure that employees have access to a wide network of services designed to meet their healthcare needs. Potential Healthcare Cost Increases in 2026 As we approach 2026, Insight Enterprises employees may face significantly rising healthcare costs due to projected steep increases in ACA premiums. Many states anticipate premium hikes that could exceed 60%, primarily fueled by the expiration of enhanced federal subsidies and ongoing medical inflation. The Kaiser Family Foundation warns that without these subsidies, nearly 92% of marketplace enrollees could see their out-of-pocket costs soar by over 75%. Consequently, employees must proactively manage their healthcare choices and explore benefits to mitigate the impact of these escalating expenses. Click here to learn more

 'Insight Enterprises 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.

'Insight Enterprises 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  Insight Enterprises 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 Insight Enterprises 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 Insight Enterprises 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 Insight Enterprises 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 Insight Enterprises.

📞 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 type of retirement savings plan does Insight Enterprises offer?

Insight Enterprises offers a 401(k) retirement savings plan to help employees save for their future.

How does Insight Enterprises match employee contributions to the 401(k) plan?

Insight Enterprises matches employee contributions up to a certain percentage, typically 50% of the first 6% of salary contributed.

When can employees at Insight Enterprises enroll in the 401(k) plan?

Employees at Insight Enterprises can enroll in the 401(k) plan during the initial onboarding process or during the annual open enrollment period.

What is the vesting schedule for the 401(k) contributions at Insight Enterprises?

Insight Enterprises has a vesting schedule that typically allows employees to become fully vested in company contributions after three years of service.

Are there any fees associated with the 401(k) plan at Insight Enterprises?

Yes, Insight Enterprises' 401(k) plan may have administrative fees, which are disclosed in the plan's summary plan description.

Can employees at Insight Enterprises take loans against their 401(k) savings?

Yes, Insight Enterprises allows employees to take loans against their 401(k) savings, subject to certain terms and conditions.

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

The Insight Enterprises 401(k) plan offers a variety of investment options, including mutual funds, target-date funds, and company stock.

How can employees at Insight Enterprises change their contribution percentage to the 401(k) plan?

Employees at Insight Enterprises can change their contribution percentage by submitting a request through the employee benefits portal or contacting HR.

Does Insight Enterprises offer financial education resources for employees regarding their 401(k)?

Yes, Insight Enterprises provides financial education resources, including workshops and one-on-one consultations, to help employees understand their 401(k) options.

What happens to my 401(k) if I leave Insight Enterprises?

If you leave Insight Enterprises, you can choose to roll over your 401(k) into another retirement account, cash it out, or leave it in the Insight Enterprises plan if you have a sufficient balance.

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