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Fastenal Employees: Smarter Ways to Manage Taxes on Appreciated Stock

Healthcare Provider Update: Healthcare Provider for Fastenal Fastenal, a leading distributor of industrial and construction supplies, typically offers employee healthcare benefits through a self-funded plan, managed by a third-party administrator. This allows them to customize their health benefits while controlling costs, with the objective of improving employee health and productivity. Potential Healthcare Cost Increases in 2026 As we approach 2026, Fastenal and its employees may face significant healthcare cost increases. Premiums in the Affordable Care Act (ACA) marketplace are projected to rise sharply-by as much as 66% in some states-due to various factors such as rising medical costs and the potential expiration of enhanced federal subsidies. This situation could result in many employees seeing out-of-pocket premium payments increase by over 75%, impacting their overall financial well-being and suggesting that Fastenal might need to adapt its healthcare strategies to mitigate employee healthcare expenses in the coming year. Click here to learn more

'Fastenal 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.

'Fastenal 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.' Fastenal 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. Fastenal 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 Fastenal 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 Fastenal 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 Fastenal 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 Fastenal 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 Fastenal 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 Fastenal 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 plan does Fastenal offer to its employees?

Fastenal offers a 401(k) savings plan to help employees save for retirement.

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

Employees can enroll in Fastenal's 401(k) plan through the company's benefits portal or by contacting the HR department for assistance.

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

Yes, Fastenal provides a matching contribution to employee 401(k) contributions, subject to certain limits.

What is the maximum contribution limit for Fastenal's 401(k) plan?

The maximum contribution limit for Fastenal's 401(k) plan is in line with IRS guidelines, which may change annually.

When can Fastenal employees start contributing to their 401(k) plan?

Fastenal employees can start contributing to the 401(k) plan after completing their eligibility period, typically within their first year of employment.

Are there any fees associated with Fastenal's 401(k) plan?

Yes, Fastenal's 401(k) plan may have certain fees, which are disclosed in the plan documents provided to employees.

Can Fastenal employees take loans against their 401(k) savings?

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

What investment options are available in Fastenal's 401(k) plan?

Fastenal's 401(k) plan offers a variety of investment options, including mutual funds and target-date funds, to suit different risk tolerances.

How often can Fastenal employees change their 401(k) contribution amount?

Fastenal employees can change their 401(k) contribution amount at any time, subject to the plan's guidelines.

What happens to Fastenal employees' 401(k) savings if they leave the company?

If Fastenal employees leave the company, they can roll over their 401(k) savings to another retirement account or withdraw the funds, subject to tax implications.

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

Fastenal offers a robust retirement plan for its employees, including the Fastenal Company & Subsidiaries 401(k) and Employee Stock Ownership Plan. This plan allows employees to save for retirement through salary deferrals and includes discretionary matching contributions from the company. Employees can contribute both pre-tax and Roth 401(k) deferrals. Fastenal offers an automatic enrollment feature, enrolling employees with a 5% pre-tax deferral unless they opt out (SEC.gov). Fastenal's 401(k) plan includes various investment options, including mutual funds and company stock. Employees are permitted to invest up to 25% of their incoming contributions in Fastenal common stock, although subsequent transfers are restricted (SEC.gov). The plan also allows participants to make catch-up contributions if they are over 50 years old. Fastenal also has an Employee Stock Ownership Plan (ESOP) incorporated into its 401(k) plan, which enhances employees' retirement savings. Upon retirement or termination, participants can choose to receive distributions in lump sums, partial payments, or installments

Restructuring and Layoffs: Fastenal announced a restructuring plan in early 2024 aimed at streamlining its operations and reducing overhead costs. The company will be consolidating some of its distribution centers and implementing workforce reductions. This move is part of a broader strategy to enhance operational efficiency and adapt to evolving market conditions. The decision to reduce headcount and close certain facilities reflects Fastenal's response to the pressures of a changing economic landscape, highlighting the need for companies to remain agile amidst economic uncertainties. Company Benefits and 401k Changes: Fastenal has made adjustments to its employee benefits and 401k plans in response to the shifting economic environment. The company has modified its 401k matching contributions and adjusted health benefits to better align with its financial goals. These changes are significant as they impact employees' long-term financial planning and retirement readiness. Given the current investment climate and tax considerations, it is crucial for employees to stay informed about these changes to effectively manage their retirement savings and benefits.

Fastenal provides stock options and RSUs to eligible employees as part of their compensation and benefits package. Stock options are granted based on performance and tenure. RSUs are typically awarded to senior management and key employees.

Company's Official Website: Check Fastenal’s official website for their health benefits section, which often includes details about plans, coverage options, and recent updates. Reliable News Sources: Look for news articles, press releases, and reports from reputable sources that mention Fastenal’s health benefits. HR and Benefits Sites: Explore sites that specialize in employee benefits information or HR industry insights, which might have detailed information about Fastenal's health plans. Employee Reviews: Check platforms like Glassdoor or Indeed for employee reviews that might mention specifics about health benefits. Industry Publications: Find articles in industry-specific publications or websites that discuss trends and changes in employee benefits at Fastenal.