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ArcBest Employees: Smarter Ways to Manage Taxes on Appreciated Stock

Healthcare Provider Update: Healthcare Provider for ArcBest ArcBest provides health insurance through a partnership with multiple insurance carriers, primarily using the services of UnitedHealthcare (UHC) along with several other insurers depending on the specific plan options available to their employees. Potential Healthcare Cost Increases in 2026 In 2026, ArcBest employees and retirees may face significant healthcare cost increases as marketplace premiums are projected to surge, with some states experiencing hikes of more than 60%. The anticipated expiration of enhanced federal premium subsidies poses a crucial risk, potentially leading to a staggering 75% rise in out-of-pocket premiums for many enrollees. As employers, including ArcBest, reconsider their benefit structures amidst rising medical costs and shrinking wage growth, employees should prepare for possible changes in deductibles and out-of-pocket maximums. This evolving landscape underscores the importance of early planning and informed decision-making in navigating the forthcoming financial challenges related to healthcare coverage. Click here to learn more

'ArcBest employees with concentrated stock positions may benefit from thoughtful tax planning that allows for tax deferral while balancing liquidity, compliance, and long-term compounding,' Wesley Boudreaux, a representative of The Retirement Group, a division of Wealth Enhancement.

'ArcBest employees who hold highly-appreciated stock may want to consider tax-efficient strategies that help mitigate their liabilities while aligning with their overall retirement goals,' Patrick Ray, a representative of The Retirement Group, a division of Wealth Enhancement.

In this article, we will discuss:

How taxes can affect investment returns, particularly on concentrated stock positions.
Exchange funds and options-based strategies as methods for tax deferral and diversification.
Alternative planning techniques outside ETFs, including charitable trusts and gifting strategies.

By Carlos Hernandez, Wealth Enhancement advisor

When it comes to driving portfolio returns, many investors aim to keep management fees low by investing in low-cost index funds and exchange-traded funds (ETFs). While fees matter, however, the real culprit for lower-than-anticipated performance is taxes. ¹

Wealth Enhancement advisor Carlos Hernandez explains: 'By losing less to taxes each year, investors have access to more capital that can continue to compound over time. This makes tax deferral an important part of an effective financial plan.' ArcBest employees looking for long-term growth strategies could benefit by understanding how to better manage their investment tax burdens.

Trade Money

One area where taxes can take a toll is on the sale of company stock or other concentrated investment positions. ArcBest professionals looking to diversify could face significant capital gains taxes on an outright sale. One way to diversify without triggering immediate capital gains is through exchange funds. By contributing their highy-appreciated stock to a pooled fund, investors can trade their concentrated holdings for shares in a diverse basket of securities. This method can be used by ArcBest employees who want to diversify while postponing taxable events.

Although this method allows for tax deferral, it also requires investors to hold the exchange fund for a period of time, typically seven years. ² This could create a challenge for investors who require liquidity. Additionally, these funds are often exclusively accessible to wealthy, accredited investors—something ArcBest executives should carefully evaluate.

Funds Based on Options

Another way to mitigate taxes on the sale of highly-appreciated stock is by using options contracts. The idea is to hedge risk with put options while covering the cost of those puts by selling call options—a strategy called 'collaring'. From there, the strategy reverses, with investors selling put options and using the proceeds to buy call option on an equity or bond index. ³ If managed effectively, this helps to diversify a concentrated portfolio while still maintaining liquidity.

Given the complexity of this strategy, meticulous planning is necessary. It's generally recommended that investors work with an experienced financial advisor before pursuing this approach.

Things to Be Aware of

Although these strategies can be beneficial for ArcBest employees who hold highly-appreciated stock, caution is recommended. There are costs associated with these approaches, and potential liquidity risks. Additionally, the IRS may eventually contest such arrangements because their tax status has not been thoroughly examined—something ArcBest retirees should keep top of mind.

'Tax drag reduction strategies can be effective, but they must be assessed through the lens of risk, liquidity, cost, and compliance,' warns Carlos Hernandez. What is appealing in theory must hold up to inspection in the real world.

Alternative Strategies

Although they show promise, investors with highly-appreciated stock or those looking to postpone gains have other alternatives besides exchange funds or options. Other tactics could include:

- Prepaid variable forwards (subject to IRS regulations, contracts to sell at predetermined terms in the future).
- Charitable remainder trusts (CRTs), which allow investors to donate appreciated stock to a charitable trust and receive a stream of regular income in return.
- Donor-advised funds (DAFs), which provide investors with a tax deduction for the fair market value of the appreciated stock they donate.
- Other gifting techniques, such as direct donations to charity or family.
Each has its own set of guidelines, advantages, and disadvantages. To limit unnecessary taxes or violating the constructive sale regulations, careful planning is necessary for ArcBest professionals managing complex portfolios.

The Bottom Line

Although the movement to mitigate the tax burden on investments is not new, the instruments are changing. Both exchange funds and options-based structures offer investors a way to manage tax liabilities, especially for ArcBest employees who hold highly-appreciated stock.

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In the end, taxes are unavoidable. However, with the correct set of instruments, they can be controlled and postponed. 'The real value comes from aligning tax strategy with investment strategy,' summarizes Carlos Hernandez.

Sources:

1. BlackRock Advisor Center. ' Investing for After-Tax Returns ,' 2025.

2. Kiplinger. ' Four Clever and Tax-Efficient Ways to Ditch Concentrated Stock Holdings ,' by Robert Waskiewicz. Sep. 11, 2025.

3. Financial Planning Association. ' Tax-Efficient Ways to Diversify Concentrated Stock Positions ,' by Peter Lazaroff. Oct. 2024.

What is the ArcBest 401(k) plan?

The ArcBest 401(k) plan is a retirement savings plan that allows employees to save a portion of their paycheck on a tax-deferred basis to help secure their financial future.

How can employees enroll in the ArcBest 401(k) plan?

Employees can enroll in the ArcBest 401(k) plan through the company’s benefits portal during open enrollment or within 30 days of their hire date.

Does ArcBest match employee contributions to the 401(k) plan?

Yes, ArcBest offers a company match for employee contributions to the 401(k) plan, which helps employees grow their retirement savings.

What is the maximum contribution limit for the ArcBest 401(k) plan?

The maximum contribution limit for the ArcBest 401(k) plan follows the IRS guidelines, which may change annually. Employees should check the latest IRS limits for the current year.

When can employees start contributing to the ArcBest 401(k) plan?

Employees at ArcBest can start contributing to the 401(k) plan after they have completed their eligibility period, typically within their first month of employment.

What investment options are available in the ArcBest 401(k) plan?

The ArcBest 401(k) plan offers a variety of investment options, including mutual funds, target-date funds, and other investment vehicles to suit different risk tolerances.

Can employees take loans against their ArcBest 401(k) plan?

Yes, employees may have the option to take loans against their ArcBest 401(k) plan, subject to specific terms and conditions outlined in the plan document.

What happens to my ArcBest 401(k) if I leave the company?

If you leave ArcBest, you can choose to roll over your 401(k) balance to another retirement account, leave it in the ArcBest plan (if eligible), or cash it out, though cashing out may incur taxes and penalties.

How does ArcBest ensure the security of my 401(k) savings?

ArcBest takes the security of your 401(k) savings seriously by partnering with reputable financial institutions and implementing strong data protection measures.

Are there any fees associated with the ArcBest 401(k) plan?

Yes, there may be administrative fees associated with the ArcBest 401(k) plan, which are disclosed in the plan documents provided to employees.

With the current political climate we are in it is important to keep up with current news and remain knowledgeable about your benefits.

ArcBest announced a strategic restructuring plan aimed at streamlining operations and improving efficiency. This plan includes workforce reductions across various departments. The company also plans to make adjustments to its employee benefits package to align with the new operational model.