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When Wealth Moves Sideways: What Horizontal Transfers Mean for Dollar Tree Households

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'Dollar Tree employees should treat the first spouse’s death as a bracket stress test—model RMDs early, pace Roth conversions, engage both partners, and coordinate with tax and legal professionals before surprises hit.' — Brent Wolf, a representative of The Retirement Group, a division of Wealth Enhancement.

'For Dollar Tree employees, charting how assets shift to a surviving spouse can reduce unexpected surprises. Talking to qualified tax and estate advisors can help.' — Brent Wolf, a representative of The Retirement Group, a division of Wealth Enhancement.

In this article, we will discuss:

  1. The horizontal transfer of wealth between spouses and its growing impact on estate planning for Dollar Tree families.

  2. The tax implications of Required Minimum Distributions (RMDs) and strategic Roth conversions to manage income brackets and help preserve assets.

  3. The evolving role of charitable giving and spousal financial engagement in shaping effective multi-generational legacy plans.

Major wealth transfers are anticipated over the coming decades. By 2045, more than $84 trillion is expected to change hands—$11.9 trillion to charities and $72.6 trillion to heirs and family members 1 —and many of those dollars will first move “across” to surviving spouses rather than straight “down” to children.

Because women often live longer than men, a sizable share of assets may shift laterally to widows before any vertical bequests occur, a point stressed by Wealth Enhancement senior wealth advisor Mike Corgiat. This is important for Dollar Tree retirees with sizable IRAs to note. 

Pre-boomer generations are projected to pass $15.8 trillion in the next decade, while baby boomers may transfer nearly $53 trillion 1 —frequently after the first spouse dies—illustrating how wealth rarely travels in a clean vertical line. 

This horizontal detour has real implications for required minimum distributions (RMDs), retirement savings, and estate tax exposure that can affect Dollar Tree employees late in retirement.

Current rules require RMDs to begin at age 73 for those born 1951–1959 and at 75 for those born in 1960 or later, and a surviving spouse can often roll an inherited IRA into their own to delay distributions—sometimes compressing taxable income into fewer years.

Brent Wolf, a retirement income planner with Wealth Enhancement, notes that once RMDs start and the survivor files as single, identical withdrawals can land in higher brackets—an issue that can surprise a survivor when income sources are already shifting.

Strategic Roth conversions while both spouses are alive—often in the 60s or early 70s—may help trim future RMDs and give the survivor more control, a tactic many Dollar Tree retirees may want to evaluate while they still benefit from joint tax brackets.

Corgiat emphasizes that conversions executed at comparatively lower rates can lessen the tax hit on both the survivor and heirs, while Wolf adds that thoughtful timing lowers the odds of large, forced taxable withdrawals later—key considerations for Dollar Tree employees eyeing estate efficiency.

Philanthropy is shifting too, as more affluent families embrace “living legacy” giving so they can witness impact, but a sudden asset windfall can delay or confuse charitable intent if the less-involved spouse isn’t already engaged in the broader plan. 

Wolf recommends that spouses who haven’t driven the finances start participating early, since many women may ultimately steer multimillion-dollar portfolios and will benefit from hands-on experience before the transfer moment arrives. 

Coordinated planning across tax, investment, and estate disciplines can answer pivotal questions for Dollar Tree retirees: How large might RMDs become with only one personal exemption? Would spreading Roth conversions over several years keep income in more favorable brackets? Are beneficiary designations current on retirement plans and insurance? Do charitable goals call for donor-advised funds, qualified charitable distributions (QCDs) from IRAs, or a family foundation? Has the estate been reviewed for credit shelter or portability strategies and potential federal or state estate taxes?

The death of the first spouse often triggers the most dramatic ownership and tax changes, so acting earlier—stress-testing single-life cash flows, harvesting gains or losses, accelerating withdrawals in low-income years, and reviewing insurance and titling—can materially influence outcomes for Dollar Tree retirees.

Those headline numbers—$84.4 trillion overall, $72.6 trillion to heirs, $11.9 trillion to charities—signal the size of what’s coming, but the net amount that actually arrives depends on how transfers occur and which tax rules apply, especially for families with layered benefits and investments.

As this horizontal phase of wealth transfer approaches, Dollar Tree employees may benefit by preparing actively to pass the baton to a suriving spouse.

SEO Snapshot / Keywords (keep for internal use or meta purposes):  estate tax preparation; IRA rollover regulations; widow inheritance; RMD age 73–75; Roth conversion strategy; wealth transfer 2045; horizontal wealth transfer; charitable giving in retirement; Dollar Tree retirement planning; Dollar Tree retirement benefits.

Analogy:  Picture a family’s wealth as a relay baton on an L-shaped track headed toward a $84.4 trillion finish line—$72.6 trillion earmarked for heirs and $11.9 trillion for charity—and the baton must first take a sideways turn between spouses, a reality many Dollar Tree couples will face before assets sprint down the straightaway to children and philanthropy.

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Sources:

1. Cerulli Associates. “ Cerulli Anticipates $84 Trillion in Wealth Transfers Through 2045 .' 20 Jan. 2022.

2. MassMutual. “ The horizontal wealth transfer: Redefining women’s wealth ,” by Shelley Gigante, 10 Mar. 2025.

3. MarketWatch. “ When a spouse dies, there can be a ‘tax explosion’ for the one left behind ,” by Beth Pinsker, 18 Jan. 2025.

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.

https://www.healthaffairs.org/ https://www.dollartree.com/

*Please see disclaimer for more information

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