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New Update: Healthcare Costs Increasing by Over 60% in Some States. Will you be impacted?

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Why Overstock.com Employees Can Thrive in Retirement Without a Bucket List

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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

The first few years of retirement are frequently a time of transitions for many, including those leaving Overstock.com. It is a critical period that can influence the next few decades financially and emotionally. At the age of sixty-six, Wall Street Journal distinguished editor Stephen Kreider Yoder announced his retirement. His wife, sixty-seven-year-old Karen Kreider Yoder, followed suit. Their experiences, highlighted in the 'Retirement Rookies' column each month, demonstrate a departure from conventional retirement preparation. They emphasize crafting adaptable, meaningful experiences that serve as a foundation for future undertakings over following predetermined bucket lists.


This approach to retirement highlights a larger movement among individuals reimagining their post-employment years. By focusing on personal development and continual exploration, retirees can ensure a fuller, more satisfying experience. This narrative offers invaluable insights for Overstock.com employees looking to maximize their life-changing retirement years.

Recent studies by the American Psychological Association (APA) underline the advantages of the Yoders' method of unstructured retirement planning. The research indicates that retirees adhering rigidly to their pre-planned bucket lists report lower levels of satisfaction and fulfillment compared to those who engage in activities based on their own interests and whims. This suggests that a flexible retirement lifestyle can lead to more fulfilling and significant experiences, an important consideration as employees transition from structured careers to the freedom of retirement.


In the Retirement Rookies column, Stephen and Karen Kreider Yoder share their journeys and offer a fresh perspective on retirement planning. Learn why they're passing on typical bucket lists in favor of flexible, meaningful experiences, and how this strategy might enhance your post-work years at Overstock.com. Discover how embracing an unstructured retirement can lead to increased contentment and pleasure, setting the stage for a rewarding future.

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Forgoing a conventional retirement plan is akin to sailing a ship without a defined course. Retirees like the Yoders choose to navigate the waters of their golden years with the liberty to uncover new horizons as they appear, rather than charting every port of call. This method, much like a sailor discovering new adventures in uncharted waters, allows them to encounter unexpected joys and experiences, enriching each day with personal growth and satisfaction.

What type of retirement savings plan does Overstock.com offer to its employees?

Overstock.com offers a 401(k) retirement savings plan to its employees.

Does Overstock.com match employee contributions to the 401(k) plan?

Yes, Overstock.com provides a matching contribution to employee 401(k) plans, subject to certain limits.

How can employees at Overstock.com enroll in the 401(k) plan?

Employees at Overstock.com can enroll in the 401(k) plan through the company’s human resources portal or by contacting the HR department for assistance.

What is the eligibility requirement for Overstock.com employees to participate in the 401(k) plan?

Most employees at Overstock.com are eligible to participate in the 401(k) plan after completing a specified period of service, typically within the first year of employment.

Can employees at Overstock.com take loans against their 401(k) savings?

Yes, Overstock.com allows employees to take loans against their 401(k) savings, subject to the plan’s terms and conditions.

What investment options are available in the Overstock.com 401(k) plan?

The Overstock.com 401(k) plan offers a variety of investment options, including mutual funds, target-date funds, and company stock, among others.

How often can Overstock.com employees change their 401(k) contribution amounts?

Employees at Overstock.com can change their 401(k) contribution amounts at any time, subject to the plan’s guidelines.

Is there a vesting schedule for employer contributions to the 401(k) plan at Overstock.com?

Yes, Overstock.com has a vesting schedule for employer contributions, which means that employees must work for a certain number of years before they fully own the employer match.

What happens to my 401(k) account if I leave Overstock.com?

If you leave Overstock.com, you have several options for your 401(k) account, including rolling it over to another retirement account, cashing it out, or leaving it with Overstock.com, depending on the plan rules.

How can Overstock.com employees access their 401(k) account information?

Employees can access their 401(k) account information through the plan’s online portal or by contacting the plan administrator.

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For more information you can reach the plan administrator for Overstock.com at , ; or by calling them at .

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