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Caesars Entertainment Employees: Smarter Ways to Manage Taxes on Appreciated Stock

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Healthcare Provider Update: Healthcare Provider for Caesars Entertainment Caesars Entertainment provides healthcare coverage to its employees through various insurers, with the specific healthcare providers and plans varying depending on the location and type of coverage needed. The company typically offers a range of medical plans that cater to the diverse needs of its workforce. Potential Healthcare Cost Increases in 2026 for Caesars Entertainment As we approach 2026, Caesars Entertainment faces anticipated increases in healthcare costs that could significantly affect its employees and retirees. The expiration of enhanced premium subsidies under the Affordable Care Act (ACA) is poised to drive up out-of-pocket premiums by an average of over 75%, particularly impacting those enrolled in ACA marketplace plans. Compounding this issue are general rises in medical costs, expected to trend at 7-10% annually, alongside insurer rate hikes. As a result, both current employees and retirees may need to reassess their healthcare budgets and planning strategies to accommodate these escalating costs. Click here to learn more

'Caesars Entertainment 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.

'Caesars Entertainment 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.' Caesars Entertainment 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. Caesars Entertainment 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 Caesars Entertainment 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 Caesars Entertainment 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 Caesars Entertainment 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 Caesars Entertainment 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 Caesars Entertainment 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 Caesars Entertainment 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 is the 401(k) plan offered by Caesars Entertainment?

The 401(k) plan at Caesars Entertainment is a retirement savings plan that allows employees to save a portion of their earnings on a tax-deferred basis.

How can employees of Caesars Entertainment enroll in the 401(k) plan?

Employees can enroll in the Caesars Entertainment 401(k) plan by completing the enrollment process through the company’s benefits portal or by contacting the HR department for assistance.

Does Caesars Entertainment offer a company match for the 401(k) contributions?

Yes, Caesars Entertainment offers a company match for employee contributions to the 401(k) plan, which helps to enhance retirement savings.

What is the maximum contribution limit for the Caesars Entertainment 401(k) plan?

The maximum contribution limit for the Caesars Entertainment 401(k) plan aligns with IRS guidelines, which are subject to change annually.

Can employees of Caesars Entertainment change their contribution percentage at any time?

Yes, employees can change their contribution percentage to the Caesars Entertainment 401(k) plan at any time, typically through the benefits portal.

What investment options are available in the Caesars Entertainment 401(k) plan?

The Caesars Entertainment 401(k) plan offers a variety of investment options, including mutual funds, target-date funds, and other investment vehicles to suit different risk tolerances.

Is there a vesting schedule for the company match in the Caesars Entertainment 401(k) plan?

Yes, there is a vesting schedule for the company match in the Caesars Entertainment 401(k) plan, which determines how long employees must work at the company to fully own the matched contributions.

Can employees of Caesars Entertainment take loans against their 401(k) savings?

Yes, employees may have the option to take loans against their 401(k) savings in the Caesars Entertainment plan, subject to specific terms and conditions.

What happens to the 401(k) plan if an employee leaves Caesars Entertainment?

If an employee leaves Caesars Entertainment, they have several options for their 401(k) savings, including rolling it over to another retirement account, cashing it out, or leaving it in the Caesars plan if allowed.

Are there any fees associated with the Caesars Entertainment 401(k) plan?

Yes, there may be administrative fees and investment-related fees associated with the Caesars Entertainment 401(k) plan, which are disclosed 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.
Employee Pension Plan: Name of Pension Plan: Caesars Entertainment does not offer a traditional pension plan. Instead, they provide a 401(k) plan for their employees. Years of Service and Age Qualification: As Caesars Entertainment does not have a traditional pension plan, there are no specific qualifications related to years of service or age for a pension plan. Name of 401(k) Plan: Caesars Entertainment 401(k) Plan. Eligibility: Employees are eligible to participate in the 401(k) plan once they meet the minimum service requirement, which typically includes being employed for at least 30 days. Contribution and Match: Caesars Entertainment offers a company match on employee contributions up to a certain percentage of the employee’s salary.
Restructuring Layoffs: In 2023, Caesars Entertainment announced a significant restructuring plan involving layoffs as part of a broader strategy to streamline operations and reduce costs. The move was aimed at improving efficiency and aligning the workforce with the company's evolving strategic goals. This restructuring is crucial to address due to the current economic environment which impacts operational costs and efficiency. Source: Business Insider
Stock Options Caesars Entertainment typically offers stock options to key executives and senior employees. Options are granted with a specific exercise price and vesting schedule. RSUs Caesars Entertainment provides Restricted Stock Units (RSUs) to employees, generally aligning with performance and tenure. RSUs vest over a set period and represent a promise to deliver shares upon vesting.
Camping World Holdings offers a comprehensive range of health benefits aimed at supporting the well-being of its employees. They have partnered with Alight Solutions to implement the "Alight Total Health" program, a holistic solution that provides personalized healthcare navigation and benefit management. This system allows Camping World employees to access a range of health options and engage in tailored health plans through a single integrated platform​ (Transformation starts with your people). In terms of specific healthcare-related terms and acronyms, Camping World’s benefits include various types of plans such as High Deductible Health Plans (HDHPs) paired with Health Savings Accounts (HSAs), Preferred Provider Organizations (PPOs), and Flexible Spending Accounts (FSAs). These plans offer employees flexibility in managing their healthcare expenses and provide options for preventive care and wellness programs
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For more information you can reach the plan administrator for Caesars Entertainment at 100 W. Liberty St., Ste. 1150 Reno, NV 89501; or by calling them at 1-775-328-100.

https://www.thelayoff.com/ https://finance.yahoo.com/ https://pensionrights.org/ https://www.pbgc.gov/ https://layoffs.fyi/ https://www.businessinsider.com/

*Please see disclaimer for more information

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