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Navigating Sequence Risk in Retirement: Lessons and Strategies for Dollar Tree Employees

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. Click here to learn more

'Dollar Tree employees approaching retirement should recognize that the sequence of market returns in their early years can influence the longevity of their income far more than the average return itself, making disciplined withdrawal strategies and diversified income planning essential.' – Brent Wolf, a representative of The Retirement Group, a division of Wealth Enhancement.

'Dollar Tree employees nearing retirement can benefit from understanding how market downturns early in retirement may have lasting effects, and from adopting flexible, research-based withdrawal and allocation strategies to help sustain their income over time.' – Paul Bergeron, a representative of The Retirement Group, a division of Wealth Enhancement.

In this article we will discuss:

Historical examples of sequence-of-returns risk and their effects on retirement income.
Why the first years of retirement are most critical for portfolio sustainability.
Research‑backed strategies for managing sequence risk and supporting long‑term retirement goals.

Contributed by Paul Bergeron and Brent Wolf of Wealth Enhancement

For Fortune 500 employees approaching retirement, recognizing the timing of returns—not just the average return—can be critical to keeping income going over the long term. This concept, known as sequence-of‑returns risk, shows how poor early market performance in retirement can have a lasting impact on a withdrawal plan, even if long-term averages seem strong. Historical market data provides clear examples of this risk and offers practical methods for responding to it.

Historical examples of sequence risk

Fortune 500 retirees entering retirement during tough market cycles face situations similar to the declines seen in the late 1960s, when the market hit two bear markets (1968–70 and 1973–74) alongside high inflation. The S&P 500 dropped roughly 48% during the 1973–74 bear market, compounding inflation-related difficulties. ¹ Likewise, those retiring in 2000 endured two severe bear markets in the decade, while 2022 proved one of the toughest years for balanced portfolios, with sharp drops in both U.S. stocks and high-quality bonds.

Why the early years matter most

For a Fortune 500 retiree, significant losses in the first five to ten years of retirement—combined with regular withdrawals—can shrink the number of shares left to rebound when markets recover. Academic studies and industry research repeatedly show that even with the same average return, the order of gains and losses plays a huge role in retirement outcomes.

Research-backed strategies to manage sequence risk

One effective method for Fortune 500 retirees is keeping a mix of asset types to help weather downturns. Cash and bonds can act as “shock absorbers” for immediate expenses, reducing the need to sell stocks during market dips. Flexible withdrawal approaches—such as adjusting withdrawals within set guardrails—have been shown to support portfolio longevity better than fixed-dollar withdrawal methods.

Staging risk in a retirement portfolio—by holding one to two years of expenses in cash-like assets and several years in short‑ to intermediate‑term bonds—may give equities time to recover before they're tapped for income. For some Fortune 500 retirees, delaying income sources like Social Security can help raise total lifetime income and lessen the need to tap investments during volatile times. Thoughtful rebalancing and managing tax lots, especially during downturns, can also help maintain equity exposure and extend portfolio lifespan.

Implications for retirement planning

While higher stock allocations may offer greater long-term growth potential, they also increase sequence risk in early retirement for Fortune 500 workers. Historically, balanced portfolios—often with 30% to 50% equities for income-focused funds—have supported more resilient initial withdrawal rates compared to all-stock strategies. ² Strong early-market results can set up long-term success, but disciplined spending limits, guardrails, and rebalancing remain key.

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Sources:

1.The New York Times. ' What Happens When Stock Markets Become Bears ,' by William Davis, Karl Russell, and Stephen Gandel. 13 June 2022.

2. Vanguard UK. ' Sustainable Spending Rates in Turbulent Markets ,' by Daga, Ankul, et al. Mar. 2021, pp. 1–7.

Other Resources:

1. Guyton, Jonathan T., and William J. Klinger. “ Decision Rules and Maximum Initial Withdrawal Rates .” Journal of Financial Planning , vol. 19, no. 3, Mar. 2006, pp. 48–50, 52–54, 56–58. Financial Planning Association.

2. “ Timeline of U.S. Stock Market Crashes .” Investopedia , 30 Oct. 2024, section “The 1973–74 Oil Crisis Bear Market.”

3. ' When to Start Receiving Retirement Benefits. ' Social Security Administration, Pub. No. 05-10147, May 2024, pp. 1–2.

4. Arnott, Amy C., CFA, and Ivanna Hampton. “ Why More Diversification Doesn’t Mean Better Returns .” Morningstar , 7 June 2024.

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.

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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.