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Expeditors Intl. of Washington Employees: Smarter Ways to Manage Taxes on Appreciated Stock

Healthcare Provider Update: Healthcare Provider for Expeditors International of Washington Expeditors International of Washington primarily partners with major healthcare providers to offer employee health benefits. Typically, these include national insurers such as UnitedHealthcare, Anthem (Elevance Health), and Kaiser Permanente, among others. Employees are encouraged to choose plans that fit their specific healthcare needs. Potential Healthcare Cost Increases in 2026 As we approach 2026, healthcare costs are expected to surge significantly for employees of Expeditors International of Washington, largely driven by the anticipated expiration of enhanced premiums under the Affordable Care Act. Without these subsidies, many individuals could face premium increases exceeding 75%, impacting affordability and access to care. Coupled with rising medical costs and higher drug spending, these changes may create substantial financial burdens for employees and retirees alike, necessitating proactive budgeting and health planning. Click here to learn more

'Expeditors Intl. of Washington 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.

'Expeditors Intl. of Washington 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.' Expeditors Intl. of Washington 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. Expeditors Intl. of Washington 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 Expeditors Intl. of Washington 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 Expeditors Intl. of Washington 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 Expeditors Intl. of Washington 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 Expeditors Intl. of Washington 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 Expeditors Intl. of Washington 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 Expeditors Intl. of Washington 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 type of retirement savings plan does Expeditors Intl. of Washington offer to its employees?

Expeditors Intl. of Washington offers a 401(k) retirement savings plan to help employees save for their future.

How can I enroll in the 401(k) plan at Expeditors Intl. of Washington?

Employees can enroll in the 401(k) plan at Expeditors Intl. of Washington by completing the enrollment form available through the HR portal.

Does Expeditors Intl. of Washington match employee contributions to the 401(k) plan?

Yes, Expeditors Intl. of Washington provides a matching contribution to employee 401(k) contributions, subject to certain limits.

What is the maximum contribution limit for the 401(k) plan at Expeditors Intl. of Washington?

The maximum contribution limit for the 401(k) plan at Expeditors Intl. of Washington follows the IRS guidelines, which are updated annually.

Can I change my contribution percentage to the 401(k) plan at Expeditors Intl. of Washington?

Yes, employees can change their contribution percentage at any time through the HR portal or by contacting HR at Expeditors Intl. of Washington.

When can I start withdrawing from my 401(k) plan at Expeditors Intl. of Washington?

Employees can typically start withdrawing from their 401(k) plan at Expeditors Intl. of Washington after reaching the age of 59½, subject to plan rules.

Are there any penalties for early withdrawal from the 401(k) plan at Expeditors Intl. of Washington?

Yes, early withdrawals from the 401(k) plan at Expeditors Intl. of Washington may incur penalties and taxes, as per IRS regulations.

What investment options are available in the 401(k) plan at Expeditors Intl. of Washington?

The 401(k) plan at Expeditors Intl. of Washington offers a variety of investment options, including mutual funds and target-date funds.

How often can I change my investment options in the 401(k) plan at Expeditors Intl. of Washington?

Employees can change their investment options in the 401(k) plan at Expeditors Intl. of Washington as often as they wish, typically with no restrictions on frequency.

Is there a vesting schedule for the employer match in the 401(k) plan at Expeditors Intl. of Washington?

Yes, Expeditors Intl. of Washington has a vesting schedule for employer matching contributions, which employees should review in the plan documents.

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

Expeditors International of Washington, Inc. offers a robust 401(k) plan with automatic enrollment and company matching contributions. At the end of 2022, Expeditors' 401(k) plan had total assets of $839,061,386, with 9,224 participants. The average retirement account value per participant in 2022 was $90,965. Employees contributed an average of $6,619 annually, with the company matching approximately $1,947 per employee, amounting to 30.92% of employee contributions (Smart 40K Plus). The plan includes automatic enrollment and default investments for employees who do not actively manage their account allocations. Expeditors does not appear to have a defined benefit pension plan but operates a defined contribution plan, making the 401(k) plan their primary retirement vehicle. The company encourages long-term saving by offering a straightforward employer match, providing employees with additional retirement security. Expeditors' matching contributions totaled $17,965,349 in 2022. The investment growth rate in 2022 was notably affected by market fluctuations, showing a -14.04% growth rate

Restructuring and Layoffs: In 2023, Expeditors International of Washington announced a strategic restructuring plan aimed at streamlining operations and improving efficiency. This plan included a reduction in workforce across several departments. The decision was driven by the need to adapt to shifting market conditions and optimize operational costs. It is crucial to follow this news due to the current economic environment, which is characterized by volatility and uncertainty in global trade and logistics. Understanding these changes can provide insights into broader industry trends and potential impacts on job security and organizational stability.

Expeditors International of Washington offers stock options and RSUs to certain employees. Stock options are granted based on performance and tenure, while RSUs are typically awarded to senior management and key employees. According to the 2023 Proxy Statement (page 45), the company provides these incentives to align employee interests with company performance.

Health Benefits Section: The website should provide detailed information about the health insurance plans, types of coverage, and any recent changes for 2022-2024. Business and Financial News Websites: Recent Articles: Search for any news articles on employee benefits changes, cost adjustments, or healthcare-related updates. Job Review Sites: Employee Feedback: Review employee testimonials and ratings for insights into healthcare benefits and satisfaction. Industry News Websites: Trends and Comparisons: Investigate if there are any reports on how Expeditors' benefits compare with industry standards. Healthcare Benefit Platforms: Benefit Analysis: Look for any detailed reports or reviews on healthcare plans provided by Expeditors International.