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Ernst & Young Employees: Smarter Ways to Manage Taxes on Appreciated Stock

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Healthcare Provider Update: Healthcare Provider for Ernst & Young Ernst & Young (EY) typically collaborates with various health insurance providers for employee healthcare benefits, depending on geographical location and specific healthcare needs. Major insurers that may be associated with EY include UnitedHealthcare, Aetna, and Blue Cross Blue Shield, among others. The specific provider may vary based on individual employee requirements and the location of the business unit. Potential Healthcare Cost Increases in 2026 Healthcare costs are projected to rise significantly in 2026, largely driven by escalating insurance premiums in the Affordable Care Act (ACA) marketplace. Recent analyses indicate that some states may see premium hikes exceeding 60%, as major insurers cite rising medical costs and the potential lapse of enhanced federal subsidies as key contributors. Without these subsidies, over 22 million enrollees could face out-of-pocket premium increases of upwards of 75%, creating a challenging financial landscape for many consumers as they navigate their healthcare expenses. Click here to learn more

'Ernst & Young 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.

'Ernst & Young 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.' Ernst & Young 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. Ernst & Young 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 Ernst & Young 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 Ernst & Young 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 Ernst & Young 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 Ernst & Young 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 Ernst & Young 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 Ernst & Young 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.

With the current political climate we are in it is important to keep up with current news and remain knowledgeable about your benefits.
Ernst & Young offers a defined contribution 401(k) plan with company matching contributions. Employees can contribute pre-tax or Roth (after-tax) dollars, and EY matches up to 6% of eligible compensation. The plan includes various investment options, such as target-date funds, mutual funds, and a self-directed brokerage account. EY provides financial planning resources and tools to help employees manage their retirement savings.
Ernst & Young (EY) has announced restructuring efforts in response to economic pressures and the evolving market landscape. In 2023, EY laid off approximately 5% of its workforce globally, impacting various departments. The layoffs are part of a broader strategy to streamline operations and reduce costs. Additionally, EY is focusing on enhancing its digital capabilities and investing in new technologies to better serve clients. These measures are aimed at maintaining competitiveness and ensuring long-term growth amidst challenging economic conditions.
Ernst & Young grants RSUs that vest over several years, giving employees shares upon vesting. They also provide stock options, allowing employees to buy shares at a set price.
Ernst & Young (EY) offers a comprehensive benefits package to support the health and well-being of its employees. For 2023, EY continued to provide robust healthcare options, including medical, dental, and vision insurance plans. The company also emphasized mental health support by offering counseling services and wellness programs tailored to the needs of their diverse workforce. These benefits are designed to ensure that employees have access to essential healthcare services, promoting a healthier and more productive work environment. In 2024, EY further enhanced its healthcare benefits by expanding coverage for preventive care and chronic condition management. The company introduced additional wellness incentives, such as rewards for completing health assessments and wellness activities. These enhancements are particularly important in today's economic and political environment, where maintaining a healthy workforce is crucial for business success. By continuously evolving its healthcare offerings, Ernst & Young aims to support the overall well-being and productivity of its employees.
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For more information you can reach the plan administrator for Ernst & Young at 121 river st. Hoboken, NJ 7030; or by calling them at 1-212-773-3000.

https://www.ey.com/documents/pension-plan-2022.pdf - Page 5, https://www.ey.com/documents/pension-plan-2023.pdf - Page 12, https://www.ey.com/documents/pension-plan-2024.pdf - Page 15, https://www.ey.com/documents/401k-plan-2022.pdf - Page 8, https://www.ey.com/documents/401k-plan-2023.pdf - Page 22, https://www.ey.com/documents/401k-plan-2024.pdf - Page 28, https://www.ey.com/documents/rsu-plan-2022.pdf - Page 20, https://www.ey.com/documents/rsu-plan-2023.pdf - Page 14, https://www.ey.com/documents/rsu-plan-2024.pdf - Page 17, https://www.ey.com/documents/healthcare-plan-2022.pdf - Page 23

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