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Sears Holdings and the 2025 Tax Overhaul: What Employees Need to Know Now

'Given the significant changes introduced by the 2025 tax law, Sears Holdings employees should proactively reassess their financial and estate planning strategies with qualified advisors to adapt effectively to both permanent shifts and temporary opportunities,' – Paul Bergeron, a representative of The Retirement Group, a division of Wealth Enhancement.

'With major tax changes now permanent and new temporary provisions introduced, Sears Holdings employees should revisit their retirement and estate planning to optimize financial opportunities in this evolving landscape,' – Tyson Mavar, a representative of The Retirement Group, a division of Wealth Enhancement.

In this article we will discuss:

Permanent tax code changes affecting income, deductions, and estate planning.
Temporary tax benefits available from 2025 through 2028.
New savings and health care provisions available to families and retirees.

A New Tax Landscape for Sears Holdings Employees

On July 4, 2025, President Trump signed a landmark bill into law that made most of the individual and corporate tax cuts from the 2017 Tax Cuts and Jobs Act (TCJA) permanent. For Sears Holdings employees, this legislation could bring long-term effects on income, deductions, and retirement planning. The law also introduces several new tax provisions intended to ease burdens for seniors, families with young children, and those living in high-tax states. While these changes stop the automatic tax increases once slated for December 31, 2025, some provisions will expire after a few years—potentially prompting more political and financial revisions.

Background and Legal Hurdles

Getting the bill passed was complex. Lawmakers balanced the cost of extending the TCJA’s tax breaks by cutting Medicaid spending, reducing some clean energy credits from the 2022 Inflation Reduction Act, and eliminating personal exemptions. Analysts urge American households to consider how these trade-offs might affect long-term economic growth. Some components may offer modest tax relief for both consumers and businesses, possibly influencing economic momentum.

Core Permanent Provisions

1. Seven Tax Brackets

The structure of seven tax brackets—ranging from 10% to 37%—remains in place. ¹ Adjustments for inflation apply in select cases. Sears Holdings professionals should assess their current income tier to understand its effect on overall tax liability.

2. Mortgage Interest Deduction

Interest on up to $750,000 of acquisition mortgage debt ($375,000 if married filing separately) remains deductible. For Sears Holdings homeowners, this provision may provide continued tax relief depending on loan size and income.

3. SALT Deduction Cap

The $10,000 cap on state and local tax (SALT) deductions will temporarily increase to $40,000 before reverting in 2030. ¹ High-income Sears Holdings earners in states with steep taxes may benefit from this short-term expansion.

4. Standard Deduction

Now permanent, the standard deduction is $15,750 for single filers and $31,500 for joint filers. ¹ These amounts will be adjusted for inflation starting in 2026—making it important for Sears Holdings employees to monitor annual changes.

5. Estate and Gift Tax Exclusion

The estate and gift tax exemption has increased to $15 million per individual and $30 million per couple. ¹ This is especially relevant for Sears Holdings executives with large estates or wealth transfer goals.

6. Charitable Giving Incentives

Above-the-line deductions of $1,000 for single filers and $2,000 for joint filers are reinstated, along with expanded adjusted gross income (AGI) limits for cash donations. Sears Holdings retirees who prioritize charitable giving may find new planning opportunities here.

7. Repeal of Personal Exemption

The $4,050 per filer personal exemption has been permanently eliminated. ¹ Taxpayers continue to rely on enhanced Child Tax Credits and the standard deduction instead.

Temporary Enhancements (2025–2028)

Tax-Free Tips and Overtime

Workers earning under $300,000 (joint) or $150,000 (single) can deduct up to $25,000 in tips and $12,500 in overtime pay. This change may be relevant for Sears Holdings employees in field service or operations roles.

Senior Deduction Boost

An additional $6,000 deduction is now available for individuals over 65, phasing out at incomes of $75,000 (single) and $150,000 (joint). ² This could affect many long-tenured Sears Holdings employees planning for retirement.

Auto Loan Interest Deduction

Interest on loans for U.S.-assembled vehicles (up to $10,000) is deductible for individuals earning under $100,000 (single) or $200,000 (joint). Sears Holdings families may consider how this could influence their vehicle purchasing plans.

Savings and Health Advances

“Trump Accounts” for Minors

Parents can contribute up to $5,000 annually to a child’s account that later converts to an IRA at age 18. Sears Holdings families with long-term savings goals may consider this strategy.

Expanded Health Savings Account (HSA) Access

Telehealth services are now permanently included, and reimbursements up to $150/month ($300 for families) for direct primary care are allowed. This offers greater flexibility for Sears Holdings workers with high-deductible health plans.

Flexible 529 Plans

Withdrawals from 529 plans now include costs for educational therapy, private tutoring, and testing fees. This expansion may benefit Sears Holdings parents supporting children with specialized learning needs.

Notably Excluded

Despite earlier debate, the new law does not repeal taxation of Social Security benefits. Individuals earning above $34,000 (single) or $44,000 (joint) will continue to have up to 85% of their benefits taxed. The temporary senior deduction, however, may reduce total liability for some.

Looking Ahead

The new law solidifies many tax policies and adds time-sensitive benefits designed for families, seniors, and individuals building long-term plans. Sears Holdings employees may wish to speak with a financial advisor to evaluate how changes intersect with their compensation, equity, and estate considerations. Critical components like the SALT cap window, AGI phase-outs, and inflation-linked thresholds should be revisited each year to capture new opportunities.

Final Thoughts

Think of the 2025 tax act like a home renovation. Some features—like tax-free overtime and enhanced deductions—are temporary extensions that won’t last forever. Others—such as expanded credits and deductions—strengthen the core of the tax code. For Sears Holdings professionals and retirees, now may be the right time to reassess your financial approach and align with the latest legislative updates.

AMT Update

The Alternative Minimum Tax exemption has been set at $88,100 for single filers and $137,000 for joint filers in 2025, and it will be adjusted for inflation starting in 2026. ¹ This provision helps reduce the likelihood that higher earners will fall under AMT obligations due solely to inflation.

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Sources:

1. U.S. Bank Wealth Management Team. ' New Tax Laws 2025: Tax Brackets and Deductions .' U.S. Bank, 15 Feb. 2025. Accessed 12 July 2025.

2. Tax Foundation. ' No Tax on Social Security vs. $4,000 'Senior Bonus' Tax Deduction .' Tax Foundation, 5 July 2025. Accessed 12 July 2025.

Other Resources:

1. AARP. ' What to Know About the New Tax Deduction for Older Adults .' AARP Editorial Staff, 7 July 2025. Accessed 12 July 2025.

2. Bankrate. ' There's a New Tax Break Worth $6,000 for Older Taxpayers ,' by Andrea Coombes, 11 July 2025. Accessed 12 July 2025.

3. Barron’s. ' Retirees, Here's How to Take Advantage of New Tax Breaks .' Barron's Tax Editorial Team, 9 July 2025. Accessed 12 July 2025.

How does the Sears Holdings Pension Plan differentiate between normal retirement, early retirement, and late retirement options for Kmart participants? In what ways do these options influence the retirement planning process for employees of Sears Holdings, and what specific considerations should Kmart employees be aware of when choosing one of these retirement paths, particularly in relation to their vested status?

Differentiation of Retirement Options: The Sears Holdings Pension Plan offers distinct options for normal, early, and late retirement. Normal retirement is available at age 65 or after five years of plan participation, whichever is later. Early retirement can be taken from age 55 but before 65, provided the employee is vested, with benefits subject to actuarial reduction unless certain conditions are met (like having at least 90 points, which is a sum of age and years of credited service). Late retirement pertains to any retirement after the normal retirement age, with pensions recalculated to reflect the delay in benefit commencement.

Considering the frozen status of the Sears Holdings Pension Plan, how does this impact the benefits eligibility for Kmart employees, and what implications does it have for their retirement savings strategies? In what ways should current employees factor in this frozen status when evaluating their overall retirement readiness and potential alternatives outside of the company plan?

Impact of Frozen Status: The freezing of the Sears Holdings Pension Plan on January 31, 1996, means that there have been no new accruals of benefits or participants since that date. For Kmart employees, this impacts their benefits eligibility by capping the pension benefits at levels earned up to the freeze date. Employees need to consider this stagnation in benefits when planning for retirement, potentially seeking additional retirement savings avenues to bridge any shortfall.

What are the essential calculations involved in determining the retirement benefits under the Sears Holdings Pension Plan for Kmart employees? Specifically, how do the Career Average Pay and Final Average Pay formulas come into play, and what factors should employees consider when estimating their future retirement payouts?

Essential Calculations for Retirement Benefits: Pension benefits for Kmart employees under the Sears Holdings Pension Plan are calculated using either the Career Average Pay or the Final Average Pay formulas. These calculations take into account an employee's years of credited service and compensation up to the freeze date. Factors like estimated Social Security benefits and specific formulas (such as a deduction based on Social Security benefits under the Final Average Pay formula) play crucial roles in determining the final pension payout.

How can Sears Holdings employees best navigate the process of applying for benefits under the Pension Plan? What specific steps should participants take to ensure their applications are processed correctly, and what important deadlines should they be aware of to avoid any negative consequences on their retirement benefits?

Navigating the Benefits Application Process: To apply for pension benefits, employees must submit a formal application, ideally 30 to 90 days before the intended commencement date. It is crucial to ensure all personal information, including marital status and spouse details, is up-to-date to avoid delays or inaccuracies in benefit processing. Missing application deadlines can lead to postponed benefit payments or unwanted default options.

In what situations can Kmart employees expect to receive a Deferred Vested Pension, and how is the calculation for this pension affected by their previous employment and vesting service? Employees should be aware of the important factors influencing their eligibility and the steps necessary to maintain their retirement benefits after leaving the company.

Eligibility and Calculation for Deferred Vested Pension: A Deferred Vested Pension is available to employees who leave the company after becoming vested but prior to qualifying for retirement. The calculation mirrors that of a normal retirement pension, with possible early commencement reductions. Understanding the timing of benefit commencement and the potential reductions for early start is vital for planning.

How does the Sears Holdings Pension Plan address tax considerations for employees receiving both monthly payments and lump sum payments upon retirement? What tax implications should Kmart participants be aware of, particularly in relation to IRS rules for distributions and potential penalties for early withdrawal?

Tax Implications of Pension Receipt: Pension payments, whether monthly or lump sum, are subject to federal taxes. Monthly benefits are taxed as ordinary income, while lump sums might be eligible for special tax treatments or rollover options to defer taxes. It’s important for Kmart employees to consider these implications and possibly consult with a tax advisor to optimize tax liability.

What are the rights and protections afforded to Kmart participants under the Employee Retirement Income Security Act (ERISA) as they navigate their retirement benefits with the Sears Holdings Pension Plan? How can employees leverage these rights to ensure they are receiving all the benefits to which they are entitled?

ERISA Rights and Protections: Under ERISA, Kmart employees are entitled to certain rights including the ability to appeal denied benefits, access to plan information, and assurances of fair and equitable treatment of their benefits. Leveraging these protections ensures that employees receive all due benefits.

What steps should Kmart employees take to update their personal information to ensure they continue receiving their benefits without interruption, especially in the context of missing participants or uncashed checks? What resources and contacts at Sears Holdings are available to assist with these updates?

Updating Personal Information: Maintaining accurate personal information with the pension plan is crucial for uninterrupted benefit payments. Employees should promptly update changes such as address, marital status, or beneficiaries to prevent issues with benefit distributions or lost checks.

How does the process of transferring between affiliated employers impact pension benefits for Kmart employees under the Sears Holdings Pension Plan? What considerations should be taken into account concerning Credited Service and Vesting Service during such transfers, and how can employees ensure they do not lose any entitled benefits?

Impact of Transfers Between Affiliated Employers: Transferring between Sears Holdings’ affiliated employers can affect pension benefits differently depending on whether the employer participates in the pension plan. It's essential to understand how such transfers impact credited and vesting service accruals.

For Kmart employees seeking more information about their benefits under the Sears Holdings Pension Plan, what is the best way to contact company representatives? How can they effectively communicate their questions or concerns to ensure they receive accurate and timely information regarding their retirement benefits?

Contacting Plan Representatives: Kmart employees seeking clarity on their pension benefits should contact the Sears Holdings Pension Service Center. Effective communication, including prepared questions and necessary documentation, will aid in obtaining accurate and comprehensive information.

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For more information you can reach the plan administrator for Sears Holdings at 3333 beverly road Hoffman Estates, IL 60179; or by calling them at 1-800-697-3277.