Sears Holdings Employees: Learn More About Equity Compensation

'For Sears Holdings employees, understanding and using equity compensation is important for long-term wealth accumulation,' said Tyson Mavar from The Retirement Group, a division of Wealth Enhancement Group. 'The effective use of your equity options can greatly affect your financial position without putting you over the top in terms of exposure to market risks.'

Wesley Boudreaux of The Retirement Group at Wealth Enhancement Group recommends that Sears Holdings employees treat equity compensation as a strategic tool that helps meet both short- and long-term financial objectives,' noting, 'It is important that employees find the right balance between the advantages of stock options and RSUs in order to get the best outcome for their investments.'

In this article, we will discuss:

Types and Advantages of Equity Compensation:  In this article, we will look at different types of equity compensation options like stock options and restricted stock units (RSUs) and the advantages that employees of Sears Holdings companies get from it.

Strategies for Increasing Returns and Reducing Risks:  Step by step instructions for how Sears Holdings employees can take advantage of these equity options so as to reduce their financial risks.

Tax Implications and Optimization:  A guide on the tax treatments of various equity compensations and how to minimize tax liability when exercising or selling these equity assets.

Equity compensation, also known as stock compensation or share-based compensation, is a form of non-cash payment to certain number of employees in the form of restricted shares and stock options. Not many people who have been through this perk are allowed to do so, but they are able to own a part of the companies they work for and a part of the companies’ profits.

This is especially common with startups, which cannot afford to pay out high salaries and, therefore, include some form of stock options in their offers to make the offer more attractive and to encourage the employees to work harder. Hence, if you are an employee of a Sears Holdings company, equity compensation may be something you want to consider, depending on the financial standing of the company you work for.

In theory, the better you perform at your job, the higher the value of Sears Holdings and its stock will rise, and the more you will make when and if you decide to sell your shares in the company. It’s usually a win-win situation.

When accepting a job offer however, as Sears Holdings employees, it is important to know how to take advantage of the benefits of stock options without being exposed to the risks. The first step is to understand the basics of the language that has been used.

Equity Compensation

It is crucial to first understand the types of equity compensation awards, the advantages of each, and how they are taxed.

Stock options:

A stock option is a grant that allows you to buy shares in Sears Holdings’s stock at a fixed price, known as the strike price, for a limited period of time (usually 10 years). As with all equity compensation, stock options are designed to tie you down to Sears Holdings for longer periods since they are usually subject to vesting. This means that you have to be employed by Sears Holdings for a certain period of time as determined by the company to be able to exercise (or buy) the stock that you were granted.

What is the advantage of having stock options? If Sears Holdings is doing well, then your strike price on the stock will be lower than the fair market value of the stock once your options vest. This means you can buy Sears Holdings shares at a lower price and sell them at the higher fair market value. This can lead to a huge return if the price of Sears Holdings shares rises over time. At the same time, if the stock price declines and never rises above the strike price, your options may expire as worthlessness.

As Sears Holdings employees, it is important to determine the current standing of the company you work for before accepting any form of equity compensation. This is to avoid incurring losses in case of a decline in the share price.

As Sears Holdings employees with in stock options investments, you may want to understand how until you exercise your stock, you’re not putting any of your capital at risk. In this way, Sears Holdings stock options enable you to have skin in the game without having to put money down. Up front.

Non-qualified Stock Options vs. Incentive Stock Options

There are two types of stock options: Non-qualified stock options (NSOs) and Incentive stock options (ISOs): NSOs would allow you to buy Sears Holdings shares at a certain price, while ISOs would allow you to buy stock at a lower price with certain tax advantages. As Sears Holdings employees, you need to know the advantages of NSOs and ISOs so that you can plan for your financial goals effectively when you consider investing in stock options.

Restricted stock units

RSUs are the most common type of equity compensation for Sears Holdings employees and are usually provided to private companies after they have gone public or have become more stable. Like stock options, RSUs are vested over time, but unlike stock options, you do not have to buy them. Once they vest, they are no longer restricted and are treated exactly like if you had bought Sears Holdings’s shares in the market.

In this manner, RSUs are less risky than stock options. If your stock price doesn’t drop to $0, they will always be worth something. As Sears Holdings employees who are looking for more conservative returns and higher stability, you may want to consider RSUs as an alternative for you.

For example, let’s say that you are granted 10,000 RSUs that vest over four years and the stock price stays at $10 for the whole four years (that is, it does not rise as it usually does). The value of the RSUs is therefore $100k. In this same situation, stock options that have a strike price of $10 would be entirely worthless unless the stock price rises.

Like stock options, RSUs are also vested over several years. It is common to receive one-fourth (1/4) of the RSUs you were granted after your first year of employment, and every month after that, receive another one thirty-sixth (1/36) of the remaining grant. When you do your taxes, the value of the shares is going to be taxed as ordinary income on the day that they vest. Also like stock options, RSUs are tied to keeping employees with Sears Holdings for longer because they vest over time.

Negotiate, Assess, Exercise, and Invest

Now that you have learned some of the terms, it is time to put your knowledge into practice. Here’s what you need to know about how to negotiate, evaluate, exercise, and invest your equity compensation in a way that will benefit you (and your wallet) as a Sears Holdings employee.

Negotiate

As Sears Holdings employees, you should negotiate it just like your cash salary. For instance, a company may offer you a $75,000 cash salary together with $20,000 worth of RSUs that vest within the next four years. For illustrative purposes only, assuming that the value of Sears Holdings remains constant, you would be able to receive $5,000 of company stock per year, which would bring your cash plus stock compensation to $80,000 annually.

If you were looking for something closer to $90,000, you could ask for more cash salary, more RSU grant, or both to meet your desired income. Since stock compensation is generally tied to the success of the company, employers tend to prefer to give more stock than cash.

Sears Holdings companies usually provide options or RSUs as part of the first job offer and annual or annual bonus refreshers. For instance, in one high-profile example, Jamie Dimon, the CEO of JPMorgan just received a bonus of 1.5 million stock options that will vest over five years as an incentive to make him more likely to stay with the company.

At the manager level, Sears Holdings companies may even allow employees to receive a portion of their salary in RSUs instead of cash. For instance, you could be offered a total compensation of $100k and Sears Holdings could allow you to take the full amount in cash or up to 75% in RSUs. You would come out on top if the company shares go up in the future.

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Evaluate

In addition, as Sears Holdings employees, you must know the amount of company stock you should hold. To ensure that you do not concentrate your investments around a single entity and incur both the benefits and the risks that come with it.

As we have seen in the last 12 months, a downturn in the economy can wipe out people’s financial safety. At the onset of the global pandemic, companies like Zoom and Amazon experienced a rise in market gains while stocks of companies like American Airlines and Marriott took a nose dive. As employees of Sears Holdings receiving equity compensation it is helpful to determine how much you own in your company stock compared to your net worth; this includes not only your salary and vested equity compensation but also your unvested equity compensation and future salary.

If you want to put a number to it, consider this hypothetical scenario: Let’s say you earn $100k a year, and you get $20k of RSUs each year that vest. You have been working at Sears Holdings for four years and have done a great job of saving. You have $100k in cash, and you have $100k in company stock. This means that you have invested 50% of your savings in the company stock, and you may be putting all your money into Sears Holdings. Equity in Sears Holdings should be part of a balanced approach to accumulating wealth. In order to have a balanced portfolio, you will either need to invest your cash salary or diversify some of your equity compensation by investing in other assets. Consider diversifying over a few years.

This is what I would suggest to someone employed at Sears Holdings and in this situation: Now: $100k cash, $100k company stock Year One: Take $60k of the cash and either invest it in the stock market or bonds depending on your risk tolerance, and keep $40k in case of emergency. Then, when you get new RSUs that are no longer restricted (that is, when they vest), you should sell the RSUs and use the money to buy other stocks. This will have minimal tax consequence. You should also consider another $20k investment in Sears Holdings stock to balance diversifying and paying taxes.

Cash: $40k Diversified portfolio: $80k Company stock: $80k Year Two: This is because, unlike RSUs, the new shares that vest are not subject to tax consequence, plus maybe another $20k in Sears Holdings stock to balance diversifying and paying taxes. Cash: $40k Diversified portfolio: $120k Company stock: $60k Year Three: This is because, unlike RSUs, the new shares that vest are not subject to tax consequence, plus maybe another $20k in Sears Holdings stock to balance diversifying and paying taxes.

Cash: $40k Diversified portfolio: $160k Company stock: $40K Year Four: This is because, unlike RSUs, the new shares that vest are not subject to tax consequence, plus maybe another $20K in Sears Holdings stock to balance diversifying and paying taxes. Cash: $40k Diversified portfolio: $200k Company stock: $20k At the end of the fourth year, your Sears Holdings company stock is worth just under 10% of your portfolio, as opposed to the 50% you started with. (In general, you should not invest more than 10% of your investments in one company’s stock.)

Therefore, continue to manage future RSUs and other equity compensation in the same manner. No matter what your situation is, the main question you should always ask yourself as a Sears Holdings employee is: “What would my financial situation look like if my company stock was cut in half tomorrow or, in the worst-case scenario, dropped to $0?” This will affect everyone at Sears Holdings but you need to make sure it won’t destroy your finances. That typically involves having an investment portfolio that is appropriate for each major financial goal that you have and an emergency savings account to cover your basic needs for three to twelve months.

Optimized Sales Taxes

There are several ways to diversify your portfolio as Sears Holdings employees. Some are more tax-efficient than others. For example, selling recently vested RSUs or recently exercised non-restricted stock options (NSOs) will likely have minimal tax consequence.

If you hold exercised incentive stock options (ISOs), it would be useful to first sell your stock options that meet the special holding requirement (that is, you have held the shares for two years from the grant date and one year from the exercise date) before selling your stock options that do not meet the holding requirement. Stock options with a special holding requirement are taxed as long-term capital gains and the tax rates for long-term capital gains are lower than regular income tax rates.

Finally, it is advisable to sell company stock you have acquired through Sears Holdings employee stock purchase plans (ESPP) last. ESPPs are company stock benefits that enable employees to purchase company stock at a lower price than the market (usually 5-15%). You contribute to the plan through your pay deductions — just like you contribute to a company 401(k) — which then accrues between the offer date and the purchase date. ESPPs are often a great benefit for employees, but selling ESPP shares can result in higher taxes than selling shares acquired through RSUs and both types of options.

This is generally a good direction for those employed at Sears Holdings to follow, but everyone’s situation is unique. If you require assistance with diversifying your portfolio while minimizing taxes, then you should consult with an accountant or financial advisor who specializes in equity compensation. It’s all about being tax smart without letting the taxes on equity compensation drive your diversification decisions.

Maximizing Tax-Savings Opportunities

You should consider investing the proceeds from your equity compensation into tax-advantaged accounts, which are savings accounts that are taxed today or in the future or that offer other tax benefits. For instance, you could use the money you make to cover your ongoing cash needs to max out your 401(k) or Roth 401(k) at Sears Holdings. You could also use the proceeds to fund a traditional IRA or a Roth IRA.

The traditional 401(k) and IRA versions provide a tax benefit at the beginning, the Roth versions provide a tax benefit at the end, and both provide a tax benefit while the account is growing. If you are enrolled in a health savings account (HSA) at Sears Holdings, you can use the proceeds from your equity compensation to contribute to this. HSAs also provide a tax benefit at the time of contribution and at the time of withdrawal as long as they are used for a wide array of qualified medical expenses.

Sources:

1. Kiplinger's Personal Finance. 'Using Equity Compensation for Retirement Planning.' Kiplinger, 2024.  www.kiplinger.com . This source discusses the benefits and risks of using equity compensation for retirement, emphasizing the importance of understanding vesting schedules and the potential impact of market volatility on retirement planning.

2. Remember Equity Compensation When Planning For Retirement.' Morgan Stanley at Work, Morgan Stanley, 2024.  www.morganstanley.com . This article provides a comprehensive view of how equity compensation fits into long-term retirement goals, offering strategies for maximizing these benefits while managing potential risks.

3. 3.How to Think About Your Equity Compensation as You Near Retirement.' Zajac Group, 2024.  www.zajacgrp.com . The Zajac Group provides detailed advice on managing equity compensation as retirement approaches, focusing on strategic planning for exercising stock options and handling vesting schedules.

4. Balancing Equity Compensation and Retirement Planning.' Wade Financial Advisory, 2024.  www.wadefa.com . Wade Financial Advisory discusses strategies for integrating equity compensation into retirement plans, emphasizing diversification and tax planning to optimize financial outcomes.

5. Safeguarding Your Retirement: Diversifying Equity Compensation for Long-Term Security.' Grunden Financial Advisory, 2024.  www.grunden.com . This blog offers strategies for diversifying equity compensation to reduce reliance on a single company's stock, highlighting approaches to manage tax implications and enhance retirement security.