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F5 Employees: Smarter Ways to Manage Taxes on Appreciated Stock

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'F5 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.

'F5 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.' F5 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. F5 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 F5 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 F5 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 F5 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 F5 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 F5 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 F5 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 F5 offer to its employees?

F5 offers a 401(k) retirement savings plan to help employees save for their future.

Does F5 match employee contributions to the 401(k) plan?

Yes, F5 provides a matching contribution to employee 401(k) accounts, subject to certain limits.

What is the eligibility requirement for F5 employees to participate in the 401(k) plan?

Employees of F5 are eligible to participate in the 401(k) plan after completing a specified period of service, typically 30 days.

Can F5 employees choose how to invest their 401(k) contributions?

Yes, F5 employees can choose from a variety of investment options available within the 401(k) plan.

What is the maximum contribution limit for F5 employees under the 401(k) plan?

The maximum contribution limit for F5 employees is determined by the IRS and may change annually. Employees should check the latest IRS guidelines for the current limit.

Does F5 allow for catch-up contributions in the 401(k) plan?

Yes, F5 allows employees who are age 50 or older to make catch-up contributions to their 401(k) accounts.

How often can F5 employees change their 401(k) contribution amounts?

F5 employees can change their 401(k) contribution amounts at designated times throughout the year, typically during open enrollment or upon certain life events.

What happens to my 401(k) account if I leave F5?

If you leave F5, you can either leave your 401(k) account with F5, roll it over to another retirement account, or withdraw the funds, subject to tax implications.

Is there a vesting schedule for F5's 401(k) matching contributions?

Yes, F5 has a vesting schedule for matching contributions, which means employees earn ownership of those funds over time.

Can F5 employees take loans against their 401(k) accounts?

Yes, F5 allows employees to take loans against their 401(k) accounts under certain conditions.

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

F5 offers a comprehensive retirement program consisting of both a defined contribution plan and a 401(k) plan for its employees. In 2023, F5's 401(k) plan includes a company match where employees can contribute up to the IRS maximum of $22,500, with an additional catch-up contribution of $7,500 for those aged 50 or older (F5, Inc.) (SHRM). The company provides a 50% match on the first $8,000 contributed by the employee (Investopedia). Regarding pension plans, F5 follows the corporate trend of focusing on defined contribution plans rather than traditional pensions. Although specific details on a corporate pension were not emphasized for F5, the company heavily promotes its 401(k) plan as a key retirement benefit for all eligible employees, who are automatically enrolled upon meeting eligibility criteria

Restructuring and Layoffs: In early 2024, F5 announced a significant restructuring plan aimed at streamlining operations and reducing costs. This move involved a reduction of approximately 10% of the global workforce. The decision was driven by the need to adapt to the changing market dynamics and enhance operational efficiency. This restructuring is crucial to address as it reflects broader industry trends and can have significant implications for employees and investors. The current economic environment, characterized by high inflation and market volatility, makes understanding these changes important for assessing investment risks and opportunities.

F5, Inc. (NASDAQ: FFIV) offers its employees stock-based compensation through various programs, including stock options and Restricted Stock Units (RSUs). F5's stock options and RSUs are made available to eligible employees, with stock-based compensation expenses categorized as part of their non-GAAP measures (F5 Investors) (F5, Inc.). F5’s RSUs and stock options are a key part of their compensation structure, incentivizing employees to contribute to the company’s growth. Stock options provide employees the opportunity to purchase shares at a fixed price (the strike price), whereas RSUs represent actual shares granted upon vesting, typically subject to a vesting period based on continued employment or performance milestones (F5 Investors). Eligible employees at F5, particularly those in management and key technical roles, often receive these awards as part of their compensation package

Company's Official Website: Visit F5's official website and look for their employee benefits section, often found under "Careers," "Employee Benefits," or "HR" pages. Glassdoor: Check Glassdoor for employee reviews about the company’s health benefits. Sometimes, employees provide insights into changes or updates to benefits. LinkedIn: Explore F5’s LinkedIn page for any updates or posts about employee benefits. Company updates or employee testimonials can be found here. Indeed: Search for F5 on Indeed, where past and current employees may discuss their experiences with the company’s health benefits. Benefits Websites: Websites like BenefitsPro, HR Dive, or SHRM (Society for Human Resource Management) may have articles or reports about F5's benefits and any recent changes.