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How Assurant Retirees Are Using AI to Simplify Everyday Life

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Healthcare Provider Update: Healthcare Provider for Assurant Assurant is a global provider of risk management solutions, which includes health insurance products. The company's health offerings primarily encompass supplemental health insurance, short-term medical plans, and other healthcare-related services that cater to individuals and businesses. Potential Healthcare Cost Increases in 2026 In 2026, health insurance premiums for Affordable Care Act (ACA) marketplace plans are anticipated to rise significantly, driven by a combination of economic factors and policy changes. With projected premium hikes exceeding 60% in some states, the expiration of enhanced federal subsidies could leave many individuals facing out-of-pocket premium increases of over 75%. This surge may force millions of consumers to reconsider their coverage options as rising healthcare costs, compounded by inflation and insurer rate hikes, threaten the affordability of essential health services. Click here to learn more

'Artificial intelligence is helping many Assurant employees simplify their transition into retirement by organizing finances and daily routines, but the key is to use these tools as support—not substitution—for thoughtful planning and professional guidance.' — Paul Bergeron, a representative of The Retirement Group, a division of Wealth Enhancement.

'Assurant employees are finding that AI can streamline everything from budgeting to wellness, but lasting success in retirement comes from combining technology’s efficiency with informed financial decision-making.' — Tyson Mavar, a representative of The Retirement Group, a division of Wealth Enhancement.

In this article, we will discuss:

  1. How artificial intelligence (AI) is helping Assurant retirees simplify daily life and handle complex tasks.

  2. The ways AI can enhance health, home, and financial organization in retirement.

  3. Why retirees are increasingly confident using AI to boost efficiency and reclaim valuable time.

Many Assurant retirees are discovering that slowing down isn’t always easy, despite looking for respite from decades of early mornings, complex undertakings, and global operations. Handling investments, planning vacations, and staying organized can still feel demanding during retirement.

That’s where artificial intelligence (AI) has stepped in. What once seemed futuristic is now a practical tool for Assurant’s retired professionals who want to streamline routines and reclaim valuable time.

According to Wealth Enhancement financial planner Kevin Won, CFP®, AWMA®, CRPC®, “we’re seeing older adults experimenting with AI tools for efficiency. They understand that these tools can help them reclaim time, which is one of life’s most precious resources.”

Simplifying Complex Tasks

While still in the workforce, AI is helping Assurant employees transform their daily workflow. Tasks that once took hours—such as reviewing financial reports or tracking industry or market data—now take minutes with the help of AI assistants that can summarize data, highlight key performance trends, and draft personal reports.

Others are using AI to enhance their personal lives. For instance, with an AI-powered trip planner, it's possible to enter your preferred travel destinations, dates, and hobbies, and have the chatbot design an itinerary for you complete with dining, sightseeing, and activity suggestions.

The same is true after retirement. “The retirees I work with value how AI brings order and clarity,” Won adds. “Whether it’s comparing health care options or managing monthly expenses, these tools can handle the heavy lifting so retirees can focus on other areas of their lives.”

Improving Health and Home Management

Many former Assurant professionals are also turning to AI for personal wellness and home organization. Some use chatbots for home maintenance guidance, while others leverage AI to build custom workout plans that adapt to travel schedules or physical limitations. These tools help retirees maintain consistency without needing advanced tech skills or expensive memberships.

According to Won, “AI can give older adults autonomy. They don’t need to wait for instruction or assistance. Technology enables them to take the lead in their daily lives, including finances and health care choices.”

A Modern Assistant for Financial Confidence

Retirees can also use AI to help arrange their financial information before meetings with advisors. From summarizing financial articles to preparing questions, AI helps retirees save time while staying informed. Some even use it as a digital filing assistant, categorizing tax documents, receipts, and travel logs for the upcoming year.

Won cautions, however, that “AI should be viewed as guidance, not a promise. It’s a powerful assistant, but it can still make errors—especially on topics like health or finance—so always double-check important information.”

From Skepticism to Confidence

While some retirees were initially hesitant to adopt AI, many have now incorporated it into their routines. Surveys show that, while older generations are slower to adopt new technologies, comfort and usage are steadily rising.¹

Won explains, “Retirees who’ve spent decades adapting to innovation in corporate environments, like Assurant, already have the resilience and mindset needed to learn new tools. Now, AI works for them—reducing complexity, not adding to it.”

A Smart Way to Simplify Retirement

For many retirees, using AI is about boosting productivity, not just curiosity. Automating travel planning, organizing budgets, and reducing decision fatigue can make retirement more manageable and less stressful.

According to Won, “you’re really adding peace of mind when you integrate smart tools into daily life. The goal isn’t to master the technology. It’s to let it operate behind the scenes so you can focus on what matters most.”

If you’re a Assurant retiree looking to organize your finances, streamline health care costs, or enjoy your retirement with fewer hassles, The Retirement Group can help. Call (800) 900-5867 to speak with a knowledgeable representative today.

For more information, visit WealthEnhancement.com or call Wealth Enhancement Group at (800) 492-1222 to speak with a Certified Financial Planner.

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Sources:

  • 1. Kakulla, Brittne, Laura Skufca, Patty David, Jessica Boothe, and Kristen Garrett. ' Empowering Independence With Technology Among Adults Age 50-Plus .'  Washington, DC: AARP Research, Jan. 2025.

  • 2. “Young Adults Are Leading the Way in AI Adoption.” AP-NORC Center for Public Affairs Research, 29 July 2025.

  • 3. Chui, Michael, et al.  The Economic Potential of Generative AI: The Next Productivity Frontier.  McKinsey Global Institute, June 2023.

  • 4. Chatbots in Consumer Finance. Consumer Financial Protection Bureau, June 2023.

  • 5. “Older Adults Express Mixed Views on Artificial Intelligence.” NORC at the University of Chicago, Oct. 2023.

What is the Assurant 401(k) Savings Plan?

The Assurant 401(k) Savings Plan is a retirement savings plan that allows employees to save for their future by contributing a portion of their salary on a pre-tax or after-tax basis.

How can I enroll in the Assurant 401(k) Savings Plan?

Employees can enroll in the Assurant 401(k) Savings Plan by completing the online enrollment process through the Assurant benefits portal or by contacting the HR department for assistance.

Does Assurant offer a company match for the 401(k) Savings Plan?

Yes, Assurant offers a company match for the 401(k) Savings Plan, which helps employees maximize their retirement savings.

What is the maximum contribution limit for the Assurant 401(k) Savings Plan?

The maximum contribution limit for the Assurant 401(k) Savings Plan is determined by the IRS and may change annually. Employees should check the latest IRS guidelines for the current limit.

Can I change my contribution amount to the Assurant 401(k) Savings Plan?

Yes, employees can change their contribution amount to the Assurant 401(k) Savings Plan at any time through the benefits portal.

What investment options are available in the Assurant 401(k) Savings Plan?

The Assurant 401(k) Savings Plan offers a variety of investment options, including mutual funds, target-date funds, and other investment vehicles to help employees diversify their portfolios.

When can I start withdrawing funds from my Assurant 401(k) Savings Plan?

Employees can typically start withdrawing funds from their Assurant 401(k) Savings Plan without penalty at age 59½, but specific rules may apply, so it's best to consult the plan documents.

What happens to my Assurant 401(k) Savings Plan if I leave the company?

If you leave Assurant, you have several options for your 401(k) Savings Plan, including rolling it over to another retirement account, cashing it out, or leaving it with Assurant until you reach retirement age.

Is there a loan option available in the Assurant 401(k) Savings Plan?

Yes, the Assurant 401(k) Savings Plan may allow employees to take loans against their vested balance, subject to certain terms and conditions.

How often can I change my investment allocations in the Assurant 401(k) Savings Plan?

Employees can change their investment allocations in the Assurant 401(k) Savings Plan as often as they like, but it's advisable to review your choices periodically.

With the current political climate we are in it is important to keep up with current news and remain knowledgeable about your benefits.
Assurant announced a significant restructuring plan, including layoffs impacting around 10% of their workforce. The restructuring aims to streamline operations and reduce costs amidst a challenging economic environment.
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For more information you can reach the plan administrator for Assurant at 28 Liberty St New York, NY 10005; or by calling them at +1 212-859-7000.

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