2022 Year End Tax Planning Guide For Sears Holdings Employees

Healthcare Provider Update: Healthcare Provider for Sears Holdings Sears Holdings typically provides healthcare benefits to its employees through various insurance plans, often with national insurers such as Aetna, UnitedHealthcare, or Anthem Blue Cross Blue Shield being among the health carriers they have partnered with. The specific providers can vary by location and employee selection during open enrollment periods. Potential Healthcare Cost Increases in 2026 As we progress into 2026, the healthcare landscape is expected to face significant challenges, particularly for employees of Sears Holdings. Forecasts indicate steep premium hikes, with some states imposing increases of over 60%, largely influenced by rising medical costs and the potential expiration of enhanced ACA premium subsidies. The Kaiser Family Foundation highlights that without congressional intervention, millions of marketplace enrollees could see their out-of-pocket costs surge by more than 75%. This convergence of factors threatens to impose a substantial financial burden on both individuals and employers, necessitating proactive strategies to mitigate rising expenses. Click here to learn more

We suggest our Sears Holdings clients consider preparing for the upcoming 2023 tax season by taking advantage of a few important end-of-year tax strategies.

It's important that our clients from Sears Holdings take action on these tips by December 31, 2022 and find out if they can potentially minimize your tax burden in the spring.

1. Check your paycheck withholdings

The first step we'd suggest our Sears Holdings clients take in preparing for the upcoming tax season is simply checking their paycheck withholdings. It's important that our Sears Holdings clients keep in mind that while an incorrect W-4 can result in an unexpected refund at tax time, it can also result in an unexpected tax bill. In 2020, the IRS eliminated the old system of withholding allowances and now allows employees to provide the specific amount by which they would like to increase or decrease their federal tax withholdings directly. 

We suggest that our Sears Holdings clients use the  IRS Tax Withholding Estimator  Â to find out if they have been withholding the right amount or to calculate their desired refund amount.

Take action:    For our Sears Holdings clients who need to make adjustments, file a new Form W-4 at your workplace that includes the added (or subtracted) withholding amount provided by the Withholding Estimator.

Tip:    This is a good time for our Sears Holdings clients to confirm their state income tax withholding information (if applicable) as well.

2. Maximize your retirement account contributions

Next, we suggest our clients from Sears Holdings  maximize  their retirement account contributions. Tax-advantaged retirement accounts (such as a traditional IRA or 401(k) plan) compound over time and are funded with pre-tax dollars. That makes them a great investment in your future. They are also helpful at tax time, since any contributions you make to these plans lower your taxable income.

For the current tax year, the maximum allowable 401(k) contributions are the following: 

• $20,500 up to age 49

• $27,000 for age 50+ (including $6,500 catch-up contribution)

For the current tax year, the maximum allowable IRA contributions are as follows:

• $6,000 up to age 49

• $7,000 for age 50+ (including $1,000 catch-up contribution)

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For any Sears Holdings clients who have an  HSA (health savings account)  , consider maxing out contributions for that account as well (currently $3,650 for individuals, $7,300 for families and an additional $1,000 for individuals age 55+).

Take action:   For our Sears Holdings clients who can not make the maximum contribution to their 401(k), try to contribute the amount Sears Holdings is willing to match. All 401(k) contributions must be made by December 31 for that calendar year. However, you have a few extra months to make contributions to IRAs and HSAs, up until the tax filing deadline in April 2023.

3. Take any RMDs from traditional retirement accounts (if you are 72 or older)

All Sears Holdings-sponsored retirement plans, traditional IRAs, and SEP and SIMPLE IRAs mandate  required minimum distributions (RMDs)  by the April 1st that follows the year you turn 72. Thereafter, annual withdrawals must happen by December 31 to avoid the penalty.*

RMDs are considered taxable income. If you don not take the RMD, you face a 50 percent excise tax on the amount you should have withdrawn based on your age, life expectancy, and beginning-of-year account balance.

Take action:   Take your RMD by December 31. Once you turn 72, you must take your first withdrawal on or before April 1 the following year to avoid penalty.

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For Sears Holdings clients who don not need the cash flow and would prefer not to increase their taxable income, you may want to consider a Qualified Charitable Distribution (QCD), directly from your qualified account to a public charity. However, we'd like to remind these Sears Holdings clients that they will not get the charitable contribution itemized deduction. QCDs are limited to $100,000 per year. Different from rules governing RMDs, you can make a QCD gift as early as age 70 ½ if you are charitably inclined.

4. Consider a Roth IRA conversion

While the eligibility to open and contribute to a Roth IRA is based on income level, we'd like to remind our clients from Sears Holdings that they can convert some or all of the assets in a traditional IRA or workplace savings plan (e.g., 401(k)) to a Roth IRA.  Roth IRAs  can play a valuable role in your retirement portfolio; unlike traditional IRAs, Roth IRAs are not subject to income taxes at the time of withdrawal in retirement. This can give you more flexibility to manage your cash flow and future tax liability.

Converting qualified assets, such as 401(k) or traditional IRA assets, to Roth IRA assets is considered a taxable event during the conversion year. Any pre-tax contributions and all earnings converted to the Roth IRA are added to the taxpayer gross income and taxed as ordinary income.

Take action:  We suggest that these Sears Holdings clients talk with their tax advisor or financial professional to determine if a Roth conversion is right for them. For our Sears Holdings clients who move forward with a conversion, try to manage the tax impact. One strategy is to convert amounts only to the level where you remain in your current tax bracket. You can utilize partial Roth IRA conversions over a period of years to manage the tax liability.

5. Harvest your investment losses to offset your gains

Tax-loss harvesting   is a strategy by which you sell taxable* investment assets such as stocks, bonds, and mutual funds at a loss to lower your tax liability. You can apply this loss against capital gains elsewhere in your portfolio, which reduces the capital gains tax you owe.

In a year when your capital losses outweigh your gains, the IRS will let you apply up to $3,000 in losses against your other income, and carry over the remaining losses to offset income in future years. 

The goal of tax-loss harvesting is to potentially defer income taxes many years into the future, ideally until after you retire from Sears Holdings and would likely be in a lower tax bracket. This process lets your portfolio grow and compound more quickly than it would if you had to take money from it to pay the taxes on its gains.

Take action:   Tax-loss harvesting requires you to diligently track tax loss across a portfolio, as well as monitor market movements since the chance for tax-loss harvesting can occur at any time. We suggest these Sears Holdings clients talk to a financial professional who can help them identify any losses they can use to offset any gains.

*Note: Tax-loss harvesting does not apply to tax-advantaged accounts such as traditional, Roth, and SEP IRAs, 401(k)s and 529 plans. 

6. Think about bunching your itemized deductions

Certain expenses, such as the following, can be classified as itemized deductions:

• Medical and dental expenses

• Deductible taxes

• Qualified mortgage interest, including points for buyers

• Investment interest on net investment income

• Charitable contributions

• Casualty, disaster, and theft losses

In order to itemize, your expenses in each category must be higher than a certain percentage of your adjusted gross income (AGI). For example, say you would like to itemize your medical expenses. For the current tax year, the threshold for itemizing medical expenses is 7.5% of your AGI. If your medical expenses total 5% of your AGI, it would not be beneficial to itemize.

Bunching is a way to reach that minimum threshold  . In this example, you could delay 2.5% of your expenses to the following year. Therefore, you would be more likely to reach the minimum 7.5% of AGI that next tax season, allowing you to itemize.

Take action:   For any Sears Holdings clients who have been waiting on certain medical and dental expenses or charitable contributions, you might want to group these expenses to take the most advantage of itemizing the deductions.

7. Spend any leftover funds in your flexible spending account (FSA)

FSAs are basically bank accounts for out-of-pocket healthcare costs. An FSA earmarks your pre-tax dollars for medical expenses, lowering your taxable income.

When you tell Sears Holdings how much of each paycheck to set aside for your FSA, remember you will pay taxes on any funds still in the account on December 31, 2022*. Plus, you will lose access to the money unless Sears Holdings allows a certain amount in rollovers for the next calendar year.

Take action:  We suggest that our Sears Holdings clients schedule any last-minute check-ups and eye exams by December 31, 2022. Fill prescriptions for you and your family. For our Sears Holdings clients who are still carrying a balance, stock up on items approved for FSA spending (e.g., contact lenses, eyeglasses, bandages).