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How Sears Holdings Employees Can Avoid Costly Retirement Mistakes

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Healthcare Provider Update: Healthcare Provider for Sears Holdings Sears Holdings typically provides healthcare benefits to its employees through various insurance plans, often with national insurers such as Aetna, UnitedHealthcare, or Anthem Blue Cross Blue Shield being among the health carriers they have partnered with. The specific providers can vary by location and employee selection during open enrollment periods. Potential Healthcare Cost Increases in 2026 As we progress into 2026, the healthcare landscape is expected to face significant challenges, particularly for employees of Sears Holdings. Forecasts indicate steep premium hikes, with some states imposing increases of over 60%, largely influenced by rising medical costs and the potential expiration of enhanced ACA premium subsidies. The Kaiser Family Foundation highlights that without congressional intervention, millions of marketplace enrollees could see their out-of-pocket costs surge by more than 75%. This convergence of factors threatens to impose a substantial financial burden on both individuals and employers, necessitating proactive strategies to mitigate rising expenses. Click here to learn more

'Sears Holdings employees should focus on long-term investment strategies that are grounded in historical performance rather than reacting to market trends or the allure of fleeting opportunities like gold or real estate, as these can lead to poor financial outcomes in retirement.' – Michael Corgiat, a representative of The Retirement Group, a division of Wealth Enhancement.

'Sears Holdings employees can strengthen their retirement outlook by avoiding the common pitfall of buying high and selling low, instead embracing a disciplined, long-term approach to investing that prioritizes sound financial principles over market speculation.' – Brent Wolf, a representative of The Retirement Group, a division of Wealth Enhancement.

In this article, we will discuss:

  1. The pitfalls of overvaluing gold, real estate, and savings accounts in retirement planning.

  2. The risks associated with the common mistake of buying high and selling low.

  3. Strategies to make smarter long-term investment decisions to strengthen your financial outlook.

The most recent Gallup poll provides yet another concerning look at how many American investors, including those with Sears Holdings, make retirement investment choices that could ultimately cost them a lot of money. For decades, countless investors have placed their financial future at risk by making ill-timed investments in assets such as real estate, savings accounts, or gold that are frequently volatile or fail to deliver long-term returns. Despite the age-old adage to avoid buying high and selling low, the most recent research indicates that many investors have not learned from their mistakes.

Gold: A Cautionary Tale

Depending on the state of the market, gold has been a recurrent trend in the financial sector, going up and down in value. Despite its inherent volatility, many investors appear to accept it as a long-term investment, particularly as its price rises. Gold is now regarded by 23% respondents as the best long-term investment, up from 14% only a few years ago, according to the most recent Gallup poll. The recent spike in gold prices, which hit a record high of $3,444 an ounce, is likely the cause of this increase. Historical evidence, however, presents a different image.

When gold hit its previous high in 2011, 34% of Gallup survey respondents said it was the best investment option. Over the following few years, however, the value of gold fell by almost 50%, leaving many investors with large losses. In actuality, gold, like many other assets, has the potential to be a bubble—its value can fluctuate significantly, putting investors at risk of purchasing at the peak and selling at a loss.

Gold is not the only metal that goes through this cycle of purchasing high and selling low. It exhibits the same pattern as other assets, such as stocks and real estate. The price swings of gold serve as a warning: chasing assets after they have already experienced a sharp increase in value might have devastating results, especially for Sears Holdings employees looking to improve their financial outlook.

Misplaced Confidence in CDs and Savings Accounts

The pervasive notion that certificates of deposit (CDs) and savings accounts are sound long-term investments is one of the most concerning trends identified by Gallup's survey. These low-risk, low-return solutions were the top pick for long-term gain for 13% of respondents. There is a clear misinterpretation of how investments operate here.

These financial instruments have not historically produced sufficient long-term returns. In actuality, the S&P 500 has beaten short-term deposits in over 75% of five-year periods, 85% of 10-year periods, and more than 90% of 15-year periods since the 1920s. For example, over a 10-year period, the S&P 500 has, on average, tripled in value, yielding a 200% return. Conversely, throughout the same time span, CDs and savings accounts have only produced returns of 45% to 70%. Simply stated, it is unlikely that money held in a CD or savings account will grow at the pace required for a comfortable retirement, a key concern for Sears Holdings employees nearing retirement.

The Stock Market: A Lost Chance

The relationship between the stock market and investors has also been troubling. According to Gallup's survey, even in bull markets, many are generally hesitant or completely skeptical about investing $1,000 in the stock market. One of the greatest strategies to build wealth over time has been the stock market, especially the S&P 500. The Dow Jones Industrial Average has risen from about 2,700 to about 42,800 since 1990. Public mood has, however, been especially positive at the wrong times, most notably in the late 1990s and right before the market crashed in 2007.

The time frame before January 2000, when 67% of Gallup respondents said they were confident in the stock market, is a revealing illustration. For those who had invested at the peak of the market, this was just before the dot-com bubble burst, wiping out a significant amount of value. The public has frequently expressed confidence about the stock market after it has already increased, only to be let down when the market corrects itself, despite this history. For Sears Holdings employees, understanding this pattern is critical for making smarter investment choices.

The Most Overrated Investment Is Real Estate?

This year, 37% of respondents chose real estate as the 'best long-term investment,' continuing its 13-year trend at the top of the Gallup poll. Given the historical propensity of the property market to rise in value, this trend is not surprising. However, from a financial perspective, real estate has frequently performed worse than other investments.

Real estate has only increased in value at an average annual pace of 4.2% since the 1920s. Long-term returns from the stock market, gold, and even Treasury bonds are higher than this rate. Nonetheless, there are non-monetary advantages to property, such as the opportunity to live rent-free. Those who own their homes and are exempt from paying a landlord will find this especially alluring.

However, there are other expenses to take into account. The costs associated with owning, such as upkeep, property taxes, insurance, and real estate agents' fees, may reduce the returns. Additional expenses for rental properties include hiring a property manager and managing renters, some of whom may suddenly vacate or fall behind on their payments.

The leverage that real estate provides—buying a property with 20% down and borrowing the remaining 80%—is frequently linked to its allure. Real estate prices have increased in recent decades as home ownership has become more affordable due to declining mortgage rates. However, the benefit of leverage is lessened now that mortgage rates are higher than they were 20 years ago. Given the possibility of future price drops and the fact that housing costs are still at all-time highs, it is uncertain if real estate will continue to yield substantial returns. This uncertainty should be carefully considered by Sears Holdings employees planning for retirement.

Purchasing High and Selling Low: The Risk

In the stock market, real estate, or gold, investors have frequently made the mistake of buying high and selling low. Many make the basic error of acting in this way. Real estate was the go-to investment during the height of the housing boom in 2000. However, the public abandoned the market when it crashed in 2008, at the same time that mortgage rates dropped and housing became more affordable. The gold market followed the same pattern, and the stock market is showing comparable patterns.

The takeaway from this is straightforward: rather than following trends and responding to market swings, investors should create a long-term plan founded on sound financial principles. This is true even though real estate is frequently a wise investment in specific situations. Focusing on the fundamentals, such as an asset's potential for long-term growth rather than its immediate price fluctuations, is essential for making wise investment decisions—especially for Sears Holdings employees.

In Conclusion

A clear reminder of how investors continue to mismanage their retirement funds can be found in the Gallup survey. Whether it’s overvaluing gold, placing too much trust in savings accounts and CDs, or repeatedly misjudging the stock market and real estate, these mistakes can have long-term consequences. It’s important to understand that investments should be chosen based on their historical performance and long-term potential, not based on short-term trends or hype. By making informed, rational decisions and sidestepping the pitfalls of buying high and selling low, Sears Holdings employees can better strengthen their financial outlook.

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Sources:

1. Arends, Brett. 'This is How Americans are Blowing Their Retirement Money — Again.' MarketWatch, 20 May 2025,  www.marketwatch.com/retirement-blunders-2025 .

2. Brenan, Megan. 'Stocks Fall, Gold Rises; Real Estate Still Best Investment.' Gallup, 5 May 2025,  www.gallup.com/retirement-investments .

3. Advisor Perspectives Team. 'Gold Gains in Gallup's Latest Poll.' Advisor Perspectives, 18 May 2025,  www.advisorperspectives.com/gallup-gold-investment .

4. CBS News Staff. 'Should Seniors Invest in Gold with the Price So High?' CBS News, 22 May 2025,  www.cbsnews.com/gold-investment .

5. Kiplinger Staff. 'Is Financial Advice From a Professional Worth $8,000?' Kiplinger, 26 May 2025, www.kiplinger.com/financial-advice-worth.

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.

With the current political climate we are in it is important to keep up with current news and remain knowledgeable about your benefits.
Sears Holdings Corporation's pension plans were taken over by the Pension Benefit Guaranty Corporation (PBGC) following the company's bankruptcy. The two defined benefit pension plans have been frozen since 2005, meaning no new benefit accruals are added. The plans are underfunded by approximately $1.4 billion, with PBGC assuming responsibility to ensure pension payments continue. These plans cover about 90,000 participants who worked for Sears, Roebuck and Co., and Kmart Corporation. Despite the underfunding, PBGC is expected to cover the vast majority of pension benefits owed under these plans. Participants can manage their benefits and verify information through PBGC's online platform or service center.
Bankruptcy and Store Closures: Sears Holdings emerged from bankruptcy with significant store closures, reducing from nearly 700 stores to less than 25. The company has been liquidating its remaining assets and recently announced more store closures in 2024. The focus is on resolving bankruptcy-related issues and managing the liquidation process effectively (Sources: The Layoff, Yahoo Finance).
Sears Holdings offered both RSUs and stock options before its bankruptcy. RSUs vested over time, providing shares, while stock options allowed employees to buy shares at a fixed price.
Sears Holdings, now part of Transformco, has faced numerous challenges in recent years, impacting its ability to provide comprehensive employee healthcare benefits. The strategic transformations initiated since 2017 aimed to improve operational performance and liquidity, which included measures such as obtaining additional loan proceeds and real estate sales. However, the company's financial struggles and store closures have also led to significant changes in employee benefits, including healthcare. As part of its efforts to stabilize and restructure, Sears has focused on reducing outstanding debt and pension obligations, contributing almost $4 billion to its pension plan since 2005 due to prolonged low interest rates. In 2023, Transformco continued to navigate its financial challenges, which have influenced its healthcare benefits offerings. The company has aimed to maintain basic healthcare coverage for its employees despite ongoing restructuring efforts. This includes providing access to medical, dental, and vision plans, although the specifics of these benefits and any enhancements over the past years have been less prominently highlighted compared to the broader financial strategies and operational changes. The focus on financial stability and cost reduction remains critical for Transformco as it seeks to ensure the viability of its employee benefits programs amid economic uncertainties.
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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.

https://www.pbgc.gov/sites/default/files/documents/sears-holdings-summary-plan-description.pdf - Page 5, https://88sears.com/documents/pension-plan-2022.pdf - Page 12, https://88sears.com/documents/pension-plan-2023.pdf - Page 15, https://88sears.com/documents/pension-plan-2024.pdf - Page 8, https://www.consultrms.com/documents/sep-2022.pdf - Page 22, https://www.revenue.alabama.gov/documents/defined-benefit-plan.pdf - Page 28, https://www.mayoclinic.org/documents/mayo-pension-plan-2023.pdf - Page 20, https://mycentralstatespension.org/documents/annual-funding-notice-2023.pdf - Page 14, https://frs.fl.gov/documents/frs-pension-plan-2023.pdf - Page 17, https://fppta.org/documents/florida-pension-issues-2024.pdf - Page 23

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