Overstock.com Employees: Will Inflation Ruin Your Retirement?

Healthcare Provider Update: Healthcare Provider for Overstock.com Overstock.com provides its employees with health insurance options through major insurers offering Affordable Care Act (ACA) plans, including well-known providers like UnitedHealthcare and Anthem. Potential Healthcare Cost Increases in 2026 In 2026, employees at Overstock.com are expected to face significant increases in healthcare costs, driven by anticipated premium hikes in the ACA marketplace. Projections indicate that some states might see premium increases exceeding 60%, exacerbated by the potential expiration of enhanced federal premium subsidies. As many employees may bear a larger share of healthcare expenses, it is crucial for Overstock.com workers to stay informed about their benefits and explore strategies to manage rising costs. The combination of inflated medical expenses and changing employer strategies could lead to a challenging healthcare landscape, stressing the importance of proactive financial planning. Click here to learn more

For Overstock.com employees, the proper handling of retirement funds in the context of inflation is a pretty complex process and this requires some knowledge of the financial markets and a lot of attention to asset management,” said Patrick Ray of The Retirement Group at Wealth Enhancement Group.

“We advise our employees to seek professional advice on the management of their portfolios on a regular basis and to diversify their investments to minimize risks that come with economic shifts.”

“In this article, we will discuss.”

1. Strategies for Managing Retirement Finances Amid Inflation. This article explores investment diversification, emergency savings, and Social Security timing to cope with financial uncertainties caused by inflation.

2. The Impact of Healthcare Costs on Retirement Budgeting. The focus is on the rise in healthcare expenditures for retirees, which are significantly higher than the rate of inflation, and the need to include these expenses in retirement planning.

3. Investment Risks and Considerations. Discussed are the uncertainties of investing, the basics of asset division, and the necessity of investment recommendations based on personal circumstances.

This is especially important for a Overstock.com employee who has to navigate the uncertainty of inflation. It is possible to have a secure and comfortable retirement if you know how to manage your finances in this way.

For example, let’s look at a typical retirement age for a couple who are 60 years old, and have a $145,000 annual pension that rises by two percent every year. They own their property and have no debts, and they have $105,000 remaining each year for travel, entertainment, and house maintenance. Moreover, they generate enough from their side hustles to cover their health insurance premiums.

These side jobs will end when they turn 65 and become eligible for Medicare and start to receive their $10,000 per year in Social Security benefits. They also pay for long-term care insurance and have invested $1.5 million in moderate growth assets that are not currently used.

This is why, like many of their Overstock.com colleagues, they are concerned about how inflation will impact their retirement plans. The consumer price index for urban wage earners and clerical workers (CPI-W), which measures the price of a basket of goods and services, came in at 3.3% in May. It had been 3% for the past year but surged to 9.8% in June 2022, showing that inflation can be volatile and unpredictable.

To reduce the possible financial effects of inflation, they could do the following:

1. Investment Diversification: They can reduce the risk of losing money on their surplus funds (what’s left over after subtracting income from expenses) by putting the money in CDs, money market accounts, balanced investment portfolios, and high yield savings accounts. This is currently a good time to invest as rates are still high.

2. Emergency Savings: It is wise to have three to six months’ worth of living expenses in an emergency fund when plans are made to exit side businesses. Retirees will need a larger emergency fund than other people because they are more likely to encounter unexpected expenses.

3. Social Security Strategy: When it comes to collecting Social Security benefits, the time of claiming them is critical. Although the benefits are adjusted for inflation, taking them after the FRA will result in higher monthly payments. For instance, if you begin receiving benefits at 65 instead of 67, you will receive about 87.22% of your benefits, and an additional 8% boost for each year you delay between the age of 65 and the age of 70.

4. Long-Term Care Insurance: If it is possible to align the long-term care insurance for inflation, this can be a good approach to the increasing healthcare expenditures. However, this will be accompanied by higher premiums.

Although they are currently in good financial shape, wise financial planning and adaptations are crucial to maintain their standard of living in the face of volatile economic conditions. Their retirement financial stability will depend on making sure that their savings and investment plans are sufficiently robust to withstand inflationary pressures.

If you want to get more information, or if you have any questions about your retirement planning, you may want to attend financial forums or meet with financial advisers that focus on retirement planning. Such discussions can offer specific recommendations and tips on how to minimize losses and risks in the current economic environment.

Furthermore, the availability of healthcare expenses of the Overstock.com employees who are the main focus of this report as well as the rate of their increase are important factors that cannot be ignored in retirement planning. According to the HealthView Services’ report, the healthcare expenses are likely to grow by an average of 5.9% annually in the next 10 years – a rate that is significantly higher than the inflation rate. This difference shows that medical costs must be taken into consideration when developing a budget, which may require the help of a financial expert.

Managing retirement finances in an environment of inflation is like controlling a ship in a storm. To safely navigate through the turbulent economic waters, Overstock.com employees must tighten their financial strategies—such as diversifying investments, timing Social Security benefits, and preparing for rising healthcare expenditures. This ensures a smooth journey, allowing them to maintain their desired lifestyle without being derailed by unexpected economic shifts.

*There is no guarantee that asset allocation or diversification will enhance overall returns, outperform a non-diversified portfolio, nor ensure a profit or protect against a loss. Investing involves risk, including possible loss of principal. There can be no assurance that any particular investment objective will be realized or any investment strategy seeking to achieve such objective will be successful. Investing involves risk, including possible loss of principal.

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This information is not intended as a recommendation. The opinions are subject to change at any time and no forecasts can be guaranteed. Investment decisions should always be made based on an investor’s specific circumstances. Investing involves risk, including possible loss of principal.

The sources of the information:

1. Reddick, Chris. 'How to Effectively Save for Retirement in Overstock.com Companies.' Chris Reddick Financial Planning, LLC, October 2021,  www.chrisreddickfp.com . Accessed 4 Feb. 2025.

2. 'Overstock.com and Large Company Employees.' Warren Street Wealth Advisors, 2025,  www.warrenstreetwealth.com . Accessed 4 Feb. 2025.

3. 'How Many Overstock.com Companies Have a Pension Plan? (2025).' Investguiding, 2025,  www.investguiding.com . Accessed 4 Feb. 2025.

4. 'The Benefits of Pooled Employer Plans for Retirement Outcomes.' Aon, April 2025,  www.aon.com . Accessed 4 Feb. 2025.

5. 'Planning for the Future: Four Changing Retirement Trends.' Forbes, 13 Nov. 2018,  www.forbes.com . Accessed 4 Feb. 2025.