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Discovering Your Dream Retirement: Top 4 International Destinations for Guess Employees

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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

Guess employees planning to retire abroad should also take the time to find out how happy people are and how well they are treated in the healthcare systems of the countries they plan to retire in,' recommends Tyson Mavar, a representative of The Retirement Group, a division of Wealth Enhancement Group.


Wesley Boudreaux from The Retirement Group, a division of Wealth Enhancement Group, recommends that Guess retirees should look for better opportunities for health and happiness abroad than traditional retirement destinations, especially in Portugal and Spain, which have favorable taxes and climates.

In this article we will discuss:

1. Increase in the Number of U.S. Retirees Leaving the Country: Emphasizing the rising trend of American retirees leaving the country and concentrating on Europe.

2. The Best Countries to Live in Terms of Quality of Life: Why Spain, Portugal, and other countries are chosen for their climate, healthcare, and cost of living.

3. Financial Implications for Retirees: Explains the costs and benefits of retiring abroad in terms of taxes and other factors.

The trend of American retirees exploring the option of international retirement destinations is on the rise. The Social Security Administration reports that the number of U.S.
 retirees collecting benefits from abroad has jumped from 413,000 to 760,000 in the last three years, many of whom have chosen Europe as their destination.

The Guess retirees may find better healthcare, standard of living and safety in various parts of the world as identified by the recent study by Global Citizen Solutions.
 Among the best places for retirement, Spain and Portugal are the most popular.


The capital of Spain is the city that was ranked highest in the quality of life with a score of 100 based on factors such as wind speed, temperature, and health care.  Researcher Laura Madrid of Global Citizen Solutions argues that the public health sector in Spain and affordable private insurance services are key in enhancing the quality of life of its citizens. Moreover, Guess retirees who do not want to use their private vehicles as a means of transport during retirement find the Spanish transport system to be very efficient and relatively cheap.

The neighboring country, Portugal comes close behind with a nearly perfect score of 99.79. The climate and low costs of healthcare have attracted an increasing number of American retirees to the region. Both Spain and Portugal are generally cheaper than many European countries and the United States and have good tax exemptions for new exotic residents for the initial years of their stay.


Costa Rica is the third place, Uruguay and Mexico are the second and the first, respectively. That is why Mexico is better than Portugal in terms of the quality of life. In the economic category, Malaysia is the best as there is no tax on income earned outside the country.
 It should be noted that all the citizens of the United States living abroad must meet the tax reporting requirements to the United States.

The average New Zealand is hard to beat when it comes to retirement, especially with regard to social adaptation and the attitude towards immigrants.
 The main criteria that influence the choice of retirees when moving overseas are tax benefits, good healthcare, and affordable housing. This study establishes a pattern of older Americans who are looking for better financial situations, tax exemptions, and cultural experiences through retirement abroad.

For Guess retirees who are planning to retire abroad, Portugal is a country that deserves attention since this nation offers not only a high standard of living but also some tax benefits. As for International Living, Portugal is one of the best countries for expat retirees due to its beautiful scenery, friendly people, and excellent but affordable healthcare (International Living, 2024).


Retiring from Guess abroad can be a bit like finding a secret paradise after a long journey: walking into a country with sun, healthcare, low taxes, and so many new experiences. Just as travelers look for comfortable and interesting places to visit, seniors choose countries like Spain and Portugal for their decent public healthcare, affordable living, and special tax benefits.
 It is a chance to enjoy life’s good things in an environment which is designed for peace, relaxation, and community.

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Disclosure:

This information is not intended as recommendation. The opinions are subject to change at any time and no forecasts can be guaranteed.  Investment decisions should always be made based on investor's specific circumstances. Investing involves risk, including possible loss of principal.

Sources:

1. Social Security Administration.
SSA Payments Outside US | International Programs,' Social Security Administration, 2025, https://www.ssa.gov/international/payments_outsideUS.html

2. Rader, Jameson.
Social Security Abroad for U.S.
 Expats and Retirees [Guide].'' Savvy Nomad, 2024, https://blog.savvynomad.io/social-security-abroad-for-us-expats-and-retirees-guide

3. 'How to Retire Abroad as a US Citizen: The Complete Guide.' ExpatDen, 2024, https://www.expatden.com/us/how-to-retire-abroad-as-a-us-citizen-the-complete-guide.

4. Behrens, Frederic.
American Expat Social Security and Retiring Abroad.' Cerity Partners, 2024, https://www.ceritypartners.com/american-expat-social-security-and-retiring-abroad

5. 'Expat Retiring Abroad? Rules on Taxes, Social Security, and Benefits.' PlanWell Financial Planners, 2024, https://www.planwellfp.com/expat-retiring-abroad-rules-on-taxes-social-security-and-benefits.

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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