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
'“Overstock.com employees may benefit from reviewing how the new tip deduction rules fit into their broader household planning, as thoughtful preparation can make a meaningful difference,” – Paul Bergeron, a representative of The Retirement Group, a division of Wealth Enhancement.
'“Overstock.com employees can use the new tip deduction rules as a reminder to review their overall income strategy and stay informed as guidance evolves,” – Tyson Mavar, a representative of The Retirement Group, a division of Wealth Enhancement.
In this article, we will discuss:
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How the new “No Tax on Tips” law works for eligible employees.
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Income limits, qualifying occupations, and deduction rules.
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How Overstock.com households may evaluate these provisions for planning purposes.
Some Employees May Retain a Greater Share of Their Wages
Eligible employees may deduct up to $25,000 in qualified, voluntary tips from their federal taxable income under a new federal tax rule that took effect on July 4, 2025. 1 Overstock.com workers in eligible service-related roles may want to stay informed about these changes.
- The deduction applies to tax years 2025 through 2028.
- Income earned as tips is not taxable up to $25,000, however the deduction phass out for joint filers with Modified Adjusted Gross Income (MAGI) above $300,000 and single filers above $150,000. 2
What Does “No Tax on Tips” Mean?
A new provision under the One Big Beautiful Bill Act called “No Tax on Tips” permits eligible employees to deduct as much as $25,000 in voluntary tips from federal taxable income, provided that IRS qualifications are met. Voluntary tips do not include mandatory service charges.
To qualify, an employee must work in a profession the IRS and Treasury Department define as “customarily and regularly receiving tips.” A preliminary list includes roughly 70 job types, including:
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- Food and beverage service
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- Events and entertainment
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- Guest services and hospitality
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- Home repair and maintenance services
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- Personal services
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- Personal well-being and appearance
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- Recreation and education
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- Delivery and transportation
Health care, sports, and performing arts positions are excluded because these roles are not considered to receive tips regularly.
Did No Tip Tax Pass?
Yes. This provision became law on July 4, 2025 as part of broader federal tax reform, which may interest Overstock.com employees with members in eligible occupations.
How Does No Tip Tax Work?
Employees in qualifying roles may deduct up to $25,000 in voluntary tips from gross income. Key points:
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- The deduction phases out for single filers at $150,000 MAGI.
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- It begins phasing out for joint filers at $300,000 MAGI.
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- It applies whether the taxpayer uses the standard deduction or itemizes.
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- It is available from 2025 through 2028.
For example, a restaurant server in the 22% tax bracket who receives $20,000 in qualified voluntary tips may reduce their federal income tax by up to $4,400 if IRS requirements are met. This may be meaningful for households that include Overstock.com employees.
When Does Tipping Become Tax-Free?
The deduction begins with the 2025 tax year, meaning eligible employees can claim it when filing their 2025 federal return in early 2026. This timing may matter for Overstock.com employees managing household tax considerations.
Does This New Law Make Tips Entirely Tax-Free?
Qualified voluntary tips (up to $25,000) may be deducted from federal taxable income if the employee meets the occupation and MAGI rules. However, employees—including those in Overstock.com households—may still owe:
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- State income taxes
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- Local income taxes
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- Social Security and Medicare taxes
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- Taxes on tips in excess of $25,000
Is the No Tax on Tips Rule Limited to Cash Tips?
No. Voluntary tips received by cash, credit card, or tip pool may qualify. Required service charges do not. This distinction is important for Overstock.com households with individuals in service-based roles.
How to Make a Deduction Claim
Eligible employees can claim the deduction by referring to IRS instructions:
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1. Report all earnings, including tips, on Form 1040, line 1a.
2. Complete Schedule 1-A, for deductions such as qualified tips and overtime.
3. Report total additional deductions on Form 1040, line 13b.
Employees may deduct only the qualified voluntary tips actually received, up to the $25,000 limit. Overstock.com employees should remember that eligible tips must still be properly reported for payroll tax purposes.
More Guidance Is Expected
The IRS and Treasury Department will release additional information. Because each household's situation differs, individuals—including those working at Overstock.com—may want to speak with a qualified tax professional for personalized questions.
What Is No Tax on Overtime?
Another provision within the 2025 law allows eligible employees to deduct qualifying overtime pay from federal taxable income—up to $12,500 for single filers or $25,000 for joint filers. 1 The MAGI phase-out thresholds are the same as the tip deduction. This rule also covers 2025 through 2028, which may influence planning for Overstock.com households evaluating income timing.
Do You Need Assistance Navigating These New Tax Laws?
The Retirement Group can help Overstock.com employees understand how these deductions may influence their retirement planning approach. You can speak with a representative by calling (800) 900-5867 .
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Sources:
1. Internal Revenue Service. “One, Big, Beautiful Bill Provisions.” IRS , 2025, www.irs.gov/newsroom/one-big-beautiful-bill-provisions .
2. Fidelity Investments. “No Tax on Tips: A New Deduction Explained.” Fidelity Learn , 19 Nov. 2025, www.fidelity.com/learning-center/personal-finance/no-tax-on-tips .
3. Lautz, Andrew. “How Does ‘No Tax on Tips’ Work in the One Big Beautiful Bill?” Bipartisan Policy Center , 30 July 2025, bipartisanpolicy.org/explainer/how-does-no-tax-on-tips-work-in-the-one-big-beautiful-bill. Accessed 8 Dec. 2025.
4. “‘No Tax on Tips’ Explained.” TaxSlayer Support , TaxSlayer, 2025, support.taxslayer.com/hc/en-us/articles/40291875700749--No-Tax-on-Tips-Explained. Accessed 8 Dec. 2025.
5. Mahoney, Michael K., and Stephen Kenney. “New IRS Guidance Pinpoints How Individuals May Take Tax Breaks for Tips and Overtime.” Ogletree Deakins , 21 Nov. 2025, ogletree.com/insights-resources/blog-posts/new-irs-guidance-pinpoints-how-individuals-may-take-tax-breaks-for-tips-and-overtime. Accessed 8 Dec. 2025.
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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