Why More Dollar Tree Employees Are Considering Social Security Early — And How Medicare Changes Play a Role
Healthcare Provider Update: Healthcare Provider for Dollar Tree
Dollar Tree, a prominent discount retail chain, offers health insurance benefits to its employees through a partnership with a healthcare provider. This provider typically includes a variety of plan options, which often encompass major medical insurance, dental, and vision coverage, specifically designed to cater to the diverse needs of its workforce.
Potential Healthcare Cost Increases in 2026
As Dollar Tree prepares for 2026, it faces the risk of significant healthcare cost increases primarily driven by unfavorable external factors. A recent analysis indicates that without the continuation of enhanced federal premium subsidies, many employees may confront premium hikes of over 75%, significantly impacting out-of-pocket expenses. Coupled with rising medical inflation, expected to remain between 7.5% and 8.5%, employees might struggle with increased healthcare costs while also experiencing pressure from higher wage demands and adjustments in pricing models across the retail sector. These challenges may compel Dollar Tree to reevaluate its healthcare offerings and strategies to support its workforce.
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'Dollar Tree 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.
'Dollar Tree 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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Dollar Tree 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 Dollar Tree 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 Dollar Tree 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 Dollar Tree 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 Dollar Tree.
📞 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 is the 401(k) plan offered by Dollar Tree?
The 401(k) plan offered by Dollar Tree is a retirement savings plan that allows employees to save a portion of their paycheck before taxes are taken out.
How can Dollar Tree employees enroll in the 401(k) plan?
Dollar Tree employees can enroll in the 401(k) plan by completing the enrollment process through the company’s benefits portal or by contacting the HR department for assistance.
Does Dollar Tree match contributions to the 401(k) plan?
Yes, Dollar Tree offers a matching contribution to the 401(k) plan, which helps employees grow their retirement savings.
What is the maximum contribution limit for Dollar Tree's 401(k) plan?
The maximum contribution limit for Dollar Tree's 401(k) plan is in accordance with IRS guidelines, which may change annually.
When can Dollar Tree employees start contributing to the 401(k) plan?
Dollar Tree employees can start contributing to the 401(k) plan after they have completed their eligibility period, which is typically outlined in the employee handbook.
Are there any fees associated with Dollar Tree's 401(k) plan?
Yes, there may be administrative fees associated with Dollar Tree's 401(k) plan, which are disclosed in the plan documents provided to employees.
Can Dollar Tree employees take loans against their 401(k) savings?
Yes, Dollar Tree employees may have the option to take loans against their 401(k) savings, subject to the terms and conditions of the plan.
What investment options are available in Dollar Tree's 401(k) plan?
Dollar Tree's 401(k) plan typically offers a variety of investment options, including mutual funds and target-date funds, allowing employees to choose based on their risk tolerance.
How often can Dollar Tree employees change their 401(k) contributions?
Dollar Tree employees can change their 401(k) contribution amounts at designated times throughout the year, as specified in the plan guidelines.
What happens to a Dollar Tree employee's 401(k) if they leave the company?
If a Dollar Tree employee leaves the company, they have several options for their 401(k), including rolling it over to another retirement account or cashing it out, subject to tax implications.
With the current political climate we are in it is important to keep up with current news and remain knowledgeable about your benefits.
Dollar Tree offers a well-structured retirement benefits package for its employees, including a comprehensive 401(k) plan and participation in a company-wide pension system. Dollar Tree's 401(k) plan provides a dollar-for-dollar match on the first 5% of employee contributions, ensuring that employees who participate actively in the plan benefit from significant employer support. In addition to the 401(k), employees can partake in the Employee Stock Purchase Plan, allowing them to buy company stock through automatic payroll deductions. This creates a flexible option for building long-term savings while also investing in the company.
The Dollar Tree 401(k) plan operates under Empower Retirement and is accessible through their secure platform, offering employees a user-friendly interface to manage their contributions and retirement savings (source: [9†source]). Additionally, Dollar Tree promotes retirement readiness with planning resources aimed at educating employees on maximizing their 401(k) contributions and understanding their retirement benefits.
In terms of a pension plan, Dollar Tree's system is less defined in publicly available documents but suggests a focus on supporting employees through the 401(k) structure rather than a traditional defined benefit pension. Specific eligibility for the 401(k) includes regular full-time and part-time employees, with automatic enrollment often triggered after a designated period of employment. This setup helps ensure that all eligible employees have the opportunity to secure their financial future through the Dollar Tree 401(k) plan (source: [8†source]).
Restructuring and Layoffs: Dollar Tree has undergone significant restructuring throughout 2023 and 2024. The company has announced plans to close underperforming stores and streamline operations to boost profitability. These changes are part of a broader strategy to adapt to shifts in consumer spending and improve overall efficiency. This restructuring is particularly noteworthy given the current economic climate, which has been marked by inflation and fluctuating consumer behavior. Addressing these changes is crucial as they reflect the broader trends in the retail sector, impacting not only employees but also the company's long-term strategy in an unpredictable economic environment.
Dollar Tree Stock Options and RSUs
2022
Company Name: Dollar Tree
Stock Options & RSUs Available: Dollar Tree provided stock options and RSUs to eligible employees under its Long-Term Incentive Plan. Stock options granted to executives and senior management are designed to align their interests with those of shareholders.
Source & Page Number: Annual Report 2022, page 49.
Company Name: Dollar Tree
Eligibility: Stock options and RSUs were granted based on performance metrics and tenure. Key executives and high-performing employees were prioritized.
Source & Page Number: Proxy Statement 2022, page 18.
2023
Company Name: Dollar Tree
Stock Options & RSUs Available: The company continued to offer stock options and RSUs under its equity incentive plan. The awards were aimed at retaining top talent and rewarding long-term performance.
Source & Page Number: Annual Report 2023, page 53.
Company Name: Dollar Tree
Eligibility: Eligibility for stock options and RSUs was expanded to include a broader range of employees, including mid-level managers and critical roles.
2024
Company Name: Dollar Tree
Stock Options & RSUs Available: In 2024, Dollar Tree's equity compensation plan included stock options and RSUs with a focus on long-term incentives. These awards were intended to attract and retain key personnel amid competitive market conditions.
Dollar Tree Official Website
Healthcare Benefits Page: Dollar Tree provides information on health insurance, including medical, dental, and vision coverage, as well as wellness programs. Benefits for full-time employees often include access to PPO and HMO plans, with options for family coverage.
Recent Updates: There may be changes or updates in their benefits structure, so reviewing their latest benefits documentation is crucial.
For more information you can reach the plan administrator for Dollar Tree at 500 Volvo Pkwy Chesapeake, VA 23320; or by calling them at (757) 321-5000.
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