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EMCOR Group Employees: Smarter Ways to Manage Taxes on Appreciated Stock

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Healthcare Provider Update: Healthcare Provider for EMCOR Group EMCOR Group typically utilizes a range of healthcare providers and plans depending on regional operations and employee needs. As a company heavily involved in mechanical and electrical construction services, EMCOR tends to partner with well-known insurers and providers that can offer comprehensive healthcare options to accommodate their workforce, which is scattered across various locations. Notably, companies like UnitedHealthcare and Kaiser Permanente are often utilized in such settings for their extensive networks and diverse plan offerings. Anticipated Healthcare Cost Increases in 2026 As we approach 2026, significant increases in healthcare costs are on the horizon, particularly for those enrolled in Affordable Care Act (ACA) marketplace plans. Premiums are expected to rise sharply, with some states facing hikes of up to 66%. This unprecedented spike is driven by a multitude of factors, including escalating medical costs, the potential expiration of enhanced federal premium subsidies, and aggressive rate increases by major insurers. Without renewed congressional support for subsidies, many consumers could see their out-of-pocket premiums soar by over 75%, making access to affordable healthcare increasingly challenging for millions. As the healthcare landscape shifts, it is crucial for individuals and employers alike to strategize on mitigating these impending cost burdens. Click here to learn more

'EMCOR Group 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.

'EMCOR Group 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.' EMCOR Group 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. EMCOR Group 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 EMCOR Group 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 EMCOR Group 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 EMCOR Group 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 EMCOR Group 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 EMCOR Group 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 EMCOR Group 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 EMCOR Group 401(k) plan?

The EMCOR Group 401(k) plan is a retirement savings plan that allows employees to save for retirement through pre-tax and/or Roth contributions.

How can I enroll in the EMCOR Group 401(k) plan?

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

What types of contributions can I make to the EMCOR Group 401(k) plan?

Employees can make pre-tax contributions, Roth contributions, and, in some cases, after-tax contributions to the EMCOR Group 401(k) plan.

Does EMCOR Group offer a company match for the 401(k) plan?

Yes, EMCOR Group offers a company match for employee contributions to the 401(k) plan, subject to certain conditions and limits.

What is the vesting schedule for the EMCOR Group 401(k) plan?

The vesting schedule for the EMCOR Group 401(k) plan varies based on years of service and company contributions, typically following a graded vesting schedule.

Can I take a loan from my EMCOR Group 401(k) plan?

Yes, EMCOR Group allows employees to take loans from their 401(k) accounts, subject to specific terms and conditions outlined in the plan documents.

What happens to my EMCOR Group 401(k) plan if I leave the company?

If you leave EMCOR Group, you have several options for your 401(k) plan, including rolling it over to another retirement account, cashing it out, or leaving it with EMCOR Group.

How often can I change my contribution amount to the EMCOR Group 401(k) plan?

Employees can change their contribution amounts to the EMCOR Group 401(k) plan at any time, subject to the plan's guidelines and limits.

What investment options are available in the EMCOR Group 401(k) plan?

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

Is there a minimum contribution requirement for the EMCOR Group 401(k) plan?

Yes, EMCOR Group may have a minimum contribution requirement for participation in the 401(k) plan, which is outlined 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.
EMCOR Group offers a structured 401(k) Savings Plan and employee pension benefits designed to provide financial security for its employees. According to EMCOR's benefits documentation for 2022, 2023, and 2024, employees are eligible to contribute up to 50% of their pre-tax eligible earnings to the 401(k) plan. The company matches 100% of the first 3% contributed, followed by a 50% match for the next 2%​ (EMCOR Facilities). For pension benefits, EMCOR offers participation in a defined benefit pension plan, though the specific pension formula and eligibility are based on years of service and age requirements, typically for employees meeting certain full-time service criteria. The benefits and qualifications are subject to company-specific guidelines.
Restructuring and Layoffs: In early 2023, EMCOR Group announced a restructuring plan to streamline its operations and enhance efficiency. This involved the elimination of redundant positions and a reduction in workforce across several divisions. The decision was influenced by the need to adapt to shifting market demands and optimize operational costs. Importance: Given the current economic uncertainties and fluctuating investment climates, it's crucial to stay informed about such changes. These adjustments could impact stock performance, investment strategies, and tax implications, which are vital for both investors and employees to understand.
Stock Options (SO): EMCOR Group (EMCOR) provides stock options primarily to executives and key employees as part of their compensation package. These stock options allow employees to purchase EMCOR shares at a fixed price, typically granted based on performance metrics or tenure. Restricted Stock Units (RSUs): EMCOR issues RSUs to a broad range of employees, including senior management and high-performing staff. RSUs vest over time or upon meeting specific performance goals, granting employees shares of EMCOR stock without requiring purchase. Eligibility: Eligibility for stock options and RSUs at EMCOR is generally based on job level, performance, and tenure with the company. Senior executives receive stock options more frequently, while RSUs are more widely distributed among employees.
Review employee reviews and posts about benefits. Often, employees share their experiences and updates about health benefits. Check the "Benefits" section for employee reviews and feedback regarding health benefits. Review employee reviews and benefit descriptions in the "Benefits" section.
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For more information you can reach the plan administrator for EMCOR Group at 301 Merritt Seven, 6th Floor Norwalk, CT 6851; or by calling them at (203) 849-7800.

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