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Anywhere Real Estate Employees: Smarter Ways to Manage Taxes on Appreciated Stock

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'Anywhere Real Estate 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.

'Anywhere Real Estate 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:

  1. How taxes can affect investment returns, particularly on concentrated stock positions.

  2. Exchange funds and options-based strategies as methods for tax deferral and diversification.

  3. 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.' Anywhere Real Estate 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. Anywhere Real Estate 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 Anywhere Real Estate 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 Anywhere Real Estate 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 Anywhere Real Estate 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 Anywhere Real Estate 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 Anywhere Real Estate 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 Anywhere Real Estate 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 401(k) plan does Anywhere Real Estate offer to its employees?

Anywhere Real Estate offers a traditional 401(k) plan that allows employees to save for retirement on a tax-deferred basis.

Does Anywhere Real Estate provide a matching contribution for its 401(k) plan?

Yes, Anywhere Real Estate provides a matching contribution to employee 401(k) accounts, which helps employees maximize their retirement savings.

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

Employees of Anywhere Real Estate become 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 Anywhere Real Estate choose how much to contribute to their 401(k) plan?

Yes, employees at Anywhere Real Estate can choose to contribute a percentage of their salary to their 401(k) plan, within IRS limits.

What investment options are available in the Anywhere Real Estate 401(k) plan?

The Anywhere Real Estate 401(k) plan offers a variety of investment options, including mutual funds, target-date funds, and other investment vehicles.

Are there any fees associated with the 401(k) plan at Anywhere Real Estate?

Yes, Anywhere Real Estate's 401(k) plan may have administrative fees and investment-related fees, which are disclosed in the plan documents.

How often can employees change their contribution amounts in the Anywhere Real Estate 401(k) plan?

Employees at Anywhere Real Estate can change their contribution amounts at designated times throughout the year, usually during open enrollment periods.

Does Anywhere Real Estate offer financial education resources for employees regarding their 401(k) plan?

Yes, Anywhere Real Estate provides financial education resources and tools to help employees make informed decisions about their 401(k) savings.

What happens to the 401(k) plan if an employee leaves Anywhere Real Estate?

If an employee leaves Anywhere Real Estate, they can roll over their 401(k) balance to another retirement account, cash out, or leave the funds in the plan, depending on the plan's rules.

Is there a loan provision in the Anywhere Real Estate 401(k) plan?

Yes, the Anywhere Real Estate 401(k) plan may allow employees to take loans against their account balance, subject to specific terms and conditions.

With the current political climate we are in it is important to keep up with current news and remain knowledgeable about your benefits.
Anywhere Real Estate offers employees a 401(k) plan called the "Anywhere Real Estate Group Employee Savings Plan." The plan encourages employees to save for retirement with tax-favored treatment and provides a wide range of investment options to suit different employee preferences. The plan includes automatic enrollment for eligible employees, typically after completing a minimum of one year of service, and allows for immediate vesting in the company match contributions after a certain period of time. The company has also implemented catch-up contributions for employees aged 50 and older, allowing them to contribute additional amounts each year​
In January 2023, Anywhere Real Estate announced another round of layoffs following cuts made in mid-2022. The company revealed that it had reduced its workforce by 11% due to declining housing market trends. They are also winding down their RealSure program, a cash-offer service for home sellers. These cuts are part of broader cost-reduction efforts aimed at adapting to ongoing market downturns. The company has committed to focusing more on digital innovations, lead generation, and supporting franchisees​
Anywhere Real Estate offers various stock options and Restricted Stock Units (RSUs) to its employees, structured to enhance retention and reward performance. These RSUs are typically awarded to higher-level employees, including executives, as part of a long-term incentive plan. For example, in 2022 and 2023, RSUs were granted based on performance metrics such as the company's revenue and EBITDA targets​ (Anywhere Real Estate Inc.). The stock options provided to employees allow them to purchase shares of Anywhere Real Estate (NYSE: HOUS) at a set price, which is generally the market price at the time of the grant. These options typically vest over a three-year period​
Coverage Extensions (2023-2024): In 2024, Anywhere expanded its health benefits to address the needs of elder caregiving and menopause support. These additional benefits reflect the company’s focus on supporting employees through various life stages, aiming to cater to both mid-career professionals and retirees​ (Home Page). Emphasis on Financial Planning Integration: The company encourages employees to integrate healthcare planning with financial management, offering resources to help navigate Medicare Advantage and other insurance changes. These services are especially beneficial for those nearing retirement​ (Home Page). Digital Healthcare and Accessibility: Digital health services are a priority for Anywhere, as the company focuses on delivering healthcare resources through online platforms. This digital shift is part of their broader strategy to enhance consumer experiences, integrating healthcare seamlessly into employees' real estate and financial planning​
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For more information you can reach the plan administrator for Anywhere Real Estate at 175 Park Ave Madison, NJ 7940; or by calling them at (973) 407-2000.

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