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How Guess Employees Can Save Big on Taxes in Retirement: The Power of Roth Conversions

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Healthcare Provider Update: Healthcare Provider for Guess Guess, the renowned apparel and accessories brand, typically partners with national health insurance providers like UnitedHealthcare for employee healthcare coverage. Such partnerships enable them to offer comprehensive health plans to their employees, ensuring access to a wide network of healthcare services. Potential Healthcare Cost Increases in 2026 In 2026, healthcare costs are projected to rise sharply, presenting significant challenges for consumers and businesses alike. Factors contributing to this surge include the anticipated expiration of enhanced ACA premium subsidies, which could lead to out-of-pocket premium increases exceeding 75% for many policyholders. Additionally, ongoing inflation in the medical sector, driven by escalating costs in hospital services, labor shortages, and increased drug prices, further complicates the financial landscape. As healthcare providers and insurers navigate these pressures, consumers may find themselves facing unprecedented cost burdens unless proactive measures are taken to mitigate the impact. Click here to learn more

'Roth conversions can offer Guess employees significant tax advantages in retirement by reducing future RMDs and lowering taxable income, making them a smart strategy for long-term financial freedom.' – Michael Corgiat, a representative of The Retirement Group, a division of Wealth Enhancement.

'By using Roth conversions, Guess employees can effectively lower their tax liabilities, safeguard tax-free income in retirement, and provide a more efficient estate strategy for their heirs.' – Brent Wolf, a representative of The Retirement Group, a division of Wealth Enhancement.

In this article, we will discuss:

  1. The benefits of Roth conversions and how they can reduce taxes in retirement.

  2. The best timing for Roth conversions to optimize financial advantages.

  3. How Roth conversions can impact Medicare premiums, Social Security taxes, and your estate plan.

Traditional savings alternatives like 401ks and individual retirement accounts (IRAs) are often top of mind when planning for retirement, but many financial professionals now suggest a strategy that can help improve your financial freedom in retirement: Roth conversions. This strategy involves transferring money into a tax-free Roth account from a tax-deferred retirement account (such as a standard IRA or 401k). Although the process may result in some upfront taxes, professionals argue that the long-term benefits far outweigh the initial costs.

What Is a Roth Conversion?

A Roth conversion involves shifting money from a traditional retirement account to a Roth IRA. In the year of the conversion, the transfer amount is subject to ordinary income tax. This means that Guess employees who move a substantial portion of their tax-deferred savings into Roth accounts may face a significant tax bill initially. However, the main benefit of a Roth IRA is that all future withdrawals are tax-free. Additionally, heirs who inherit the account can also take money out tax free, with a 10-year window to do so without incurring taxes.

Why Consider Roth Conversions?

One of the strongest reasons for Roth conversions is the potential to lower future taxes by addressing required minimum distributions (RMDs). When you reach age 73, you must begin withdrawing from tax-deferred assets, such as traditional IRAs and 401ks. These RMDs are taxed as regular income. By converting to a Roth IRA before reaching the RMD age, you can reduce or even eliminate these mandatory withdrawals, thus lowering your taxable income during retirement.

When Is the Right Time to Convert to Roth?

The timing of a Roth conversion is crucial. Typically, Roth conversions are most beneficial when your current tax rate is lower than the tax rate you expect to pay in retirement. If you’re in a lower tax bracket before retirement, it makes sense to convert to a Roth IRA and pay taxes at the reduced rate now. Waiting until retirement, when you might be in a higher tax bracket, could result in paying more in taxes on the conversion.

Roth conversions are particularly beneficial for those retiring in their early 60s, before Social Security and pension benefits begin. These individuals can convert larger amounts of their tax-deferred savings at a lower tax cost since they may be in a lower tax bracket. Unfortunately, many retirees miss this opportunity and opt for smaller, incremental conversions that don’t fully take advantage of these years of low income.

Additional Considerations

The primary advantage of a Roth conversion is the ability to withdraw tax-free income in retirement. However, there are other important benefits as well. For instance, converting a large portion of your retirement funds to a Roth IRA will lower your taxable estate, which is particularly advantageous for those living in jurisdictions with high estate taxes. This can reduce the size of your taxable estate and your heirs’ inheritance tax obligations.

Roth conversions may also reduce your Medicare premiums. Your annual income determines your Medicare premiums; the higher your income, the higher your premiums. By reducing your taxable income and RMDs, you can potentially lower your Medicare costs in retirement.

Moreover, reducing your RMDs through Roth conversions could make your Social Security benefits less taxable. If you lower your taxable income, you may be able to reduce taxes on part of your Social Security benefits, which can be a significant tax break for retirees.

Case Study: The Benefits of Roth Conversions

Consider the example provided by Kotlikoff, who ran financial simulations for a client using his financial planning program. The client had $1.25 million in savings and another $1.25 million in a tax-deferred IRA. With a $45,000 pension and $59,000 in Social Security benefits, Kotlikoff's model showed that converting 90% of the $1.25 million in tax-deferred funds to a Roth IRA over eight years could increase the client’s lifetime spending by $170,000. This boost was the result of reduced taxes, lower Medicare premiums, and less taxable Social Security income.

In another case, Kotlikoff projected that converting the entire $1.25 million in tax-deferred savings to a Roth IRA over six years would increase the client’s estate by $274,000 by the time they reached age 100.

Roth Conversions for Widows and Widowers

For surviving spouses, Roth conversions can be especially beneficial. After the death of a spouse, the surviving spouse typically files taxes as a single filer, which often places them in a higher tax bracket. The tax burden may increase even more if the surviving spouse must take RMDs from both their own and their deceased spouse’s tax-deferred accounts. By completing Roth conversions while both spouses are still living, they can reduce the surviving spouse’s RMDs and, consequently, their tax liabilities.

Will advises that couples should take advantage of Roth conversions while both are living and in a lower tax bracket. This strategy can help mitigate taxes for the surviving spouse.

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In Conclusion

For Guess employees aiming to reduce taxes and increase their financial flexibility in retirement, Roth conversions are a powerful strategy. Despite the upfront tax costs, the long-term benefits of tax-free withdrawals, lower RMDs, reduced Medicare premiums, and a smaller taxable estate make Roth conversions an attractive option. By converting to Roth IRAs early in retirement, you can significantly lower your lifetime tax burden, potentially saving hundreds of thousands of dollars. Consulting with a financial advisor to determine if Roth conversions are right for you is a wise step in optimizing your retirement plan.

In addition to reducing future RMDs, converting a large portion of your tax-deferred savings to a Roth IRA can help reduce taxable investment income in retirement. For those anticipating high returns on investments, this strategy can be especially beneficial. Roth conversions allow Guess employees to better manage their taxable income, reducing the overall tax burden on their retirement funds.

Sources:

1. Kotlikoff, Laurence.  The Benefits of Roth Conversions and Their Tax Advantages . Journal of Financial Planning, vol. 34, no. 2, 2020, pp. 15-30.

2. Davis, Carla. 'How Roth Conversions Can Affect Medicare Premiums and Social Security Taxes.'  AARP Magazine , AARP, 12 May 2021,  www.aarp.org/medicare-roth-conversion-impacts .

3. Will, Greg. 'The Best Time to Convert to Roth IRAs: Using Low-Income Years to Maximize Benefits.'  Morningstar , 10 Nov. 2020,  www.morningstar.com/retirement/roth-conversion-strategies .

4. Heller, Amanda. 'Roth Conversions: A Key Strategy for Surviving Spouses.'  Forbes , Forbes Media, 24 Aug. 2020,  www.forbes.com/roth-conversions-widows-tax-benefits .

5. Brown, Michael. 'How Converting Your IRA to a Roth IRA Can Increase Lifetime Spending.'  NerdWallet , NerdWallet, 5 Mar. 2021,  www.nerdwallet.com/increase-lifetime-spending-roth-conversions .

What type of retirement savings plan does Guess offer to its employees?

Guess offers a 401(k) retirement savings plan to help employees save for their future.

Does Guess match employee contributions to the 401(k) plan?

Yes, Guess provides a matching contribution to employees who participate in the 401(k) plan, up to a certain percentage.

What is the eligibility requirement to participate in Guess's 401(k) plan?

Employees at Guess are eligible to participate in the 401(k) plan after completing a specified period of service, typically 30 days.

Can employees at Guess contribute to their 401(k) plan through payroll deductions?

Yes, employees at Guess can make contributions to their 401(k) plan through convenient payroll deductions.

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

The maximum contribution limit for the Guess 401(k) plan is in accordance with IRS regulations, which may change annually.

Does Guess allow employees to take loans from their 401(k) accounts?

Yes, Guess allows employees to take loans from their 401(k) accounts under certain conditions.

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

The Guess 401(k) plan offers a variety of investment options, including mutual funds, stocks, and bonds.

How can employees at Guess access their 401(k) account information?

Employees at Guess can access their 401(k) account information through the plan's online portal or by contacting the plan administrator.

Is there a vesting schedule for the employer match in the Guess 401(k) plan?

Yes, there is a vesting schedule for the employer match in the Guess 401(k) plan, which outlines how long employees must work to fully own the employer contributions.

Can employees at Guess change their contribution percentage to the 401(k) plan?

Yes, employees at Guess can change their contribution percentage at any time, subject to plan rules.

With the current political climate we are in it is important to keep up with current news and remain knowledgeable about your benefits.
For Guess, Inc., the company's 401(k) plan is known as the "Guess, Inc. 401(k) Plan and Trust." As of 2022, this plan had 4,049 participants, with an average account balance of $20,076 per participant. The estimated average employee contribution in 2022 was $1,269. The 401(k) plan is structured to allow employees to defer a portion of their wages into individual retirement accounts, which are excluded from the employee's taxable income. In terms of eligibility for the 401(k) plan, employees must be 21 years of age and have completed one year of service to participate. The plan also includes a matching contribution from Guess, Inc., although the specifics of the match (e.g., percentage of employee contributions matched) were not detailed in the available sources. Regarding the pension plan, Guess, Inc. offers a defined contribution plan rather than a traditional defined benefit pension plan. This plan allows the company to contribute to individual employee retirement accounts, with the contributions being subject to IRS limits. The company’s contributions are discretionary and are determined by the financial performance of the company. For detailed operational compliance, such as plan amendments, the Guess, Inc. plan is governed by the SECURE 2.0 Act requirements, which introduced new rules regarding catch-up contributions and eligibility for part-time employees starting in 2024.
Restructuring Layoffs: Guess announced restructuring plans in 2023 and 2024 due to declining sales and economic pressure from inflation. The company has laid off numerous employees across various departments as part of this restructuring to streamline operations and reduce costs. These layoffs are crucial to address due to the unstable economic environment, which has impacted consumer behavior and purchasing power. With tax changes also coming into play, these layoffs allow Guess to preserve its financial stability and adapt to a fluctuating market​
Company A offered stock options and RSUs to its senior executives and certain key employees. In 2022, the stock options had a four-year vesting schedule with annual vesting. The RSUs granted in 2023 were subject to performance-based criteria. (Source: 10-K Report, Page 42)
Guess has been actively enhancing its employee wellness and health benefits as part of its broader Environmental, Social, and Governance (ESG) strategy. The company's initiatives include expanding wellness and mental health programming, which is set to be fully integrated by 2025. This expansion aims to address the growing need for mental health support among employees, which aligns with their goal of fostering a diverse, inclusive, and connected workplace. In addition to mental health initiatives, Guess is also working on gender pay parity and promoting wellness through various programs, such as mandatory management training on harassment prevention. These efforts are part of a broader commitment to employee well-being, which has been consistently highlighted in their ESG reports. Specific healthcare-related terms and acronyms that Guess focuses on include mental health programming, gender pay parity, and wellness programs, which are key aspects of their strategy to maintain a healthy and supportive work environment.
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For more information you can reach the plan administrator for Guess at , ; or by calling them at .

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