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How TIAA Retirees Are Using AI to Simplify Everyday Life

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'Artificial intelligence is helping many TIAA 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.

'TIAA 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 TIAA 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 TIAA 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 TIAA’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 TIAA 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 TIAA 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 TIAA, 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 TIAA 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.

How does TIAA-CREF's current approach to retirement benefits reflect the changing landscape of retiree health care support, and what implications does this have for employees planning for their retirement? How can TIAA-CREF employees leverage available resources to ensure that they are maximizing their retirement readiness?

TIAA-CREF is adapting to the evolving landscape of retiree health care by integrating defined contribution retirement and health care plans, thereby increasing benefits while maintaining cost control. This shift is crucial for employees planning for retirement as it allows for more predictable and sustainable benefits management. Employees should leverage TIAA-CREF’s educational resources, online tools, and direct consultation with wealth advisors to maximize their retirement readiness, ensuring they understand how to optimize their savings and benefits.

In what ways has the transition from traditional defined benefit plans to defined contribution plans impacted TIAA-CREF employees in terms of financial security during retirement? What strategies can employees employ to manage their defined contribution savings effectively to ensure they meet their retirement needs?

The transition from defined benefit plans to defined contribution plans at TIAA-CREF has significant implications for financial security during retirement, potentially increasing the responsibility on employees to manage their retirement savings. Employees can enhance their financial security by taking advantage of TIAA-CREF's automatic enrollment, lifestyle funds, and matching contributions strategies. Additionally, they should consider utilizing financial planning services offered by TIAA-CREF to effectively manage and plan their retirement savings.

TIAA-CREF promotes a robust wellness program alongside its retirement benefits. How can the wellness initiatives offered by TIAA-CREF contribute to an employee's overall preparation for retirement? What measures should employees take to integrate wellness into their retirement planning?

TIAA-CREF’s wellness programs are integral to helping employees prepare for retirement by promoting physical and financial well-being. Engaging in these wellness initiatives can lead to reduced long-term health care costs and improve overall health, which is vital for a secure retirement. Employees should actively participate in these programs and integrate wellness into their retirement planning to ensure they remain healthy and financially prepared for their post-working years.

As employees approach retirement, understanding health care costs becomes essential. What resources does TIAA-CREF provide to help employees estimate their future health care expenses, and why is it crucial for employees to factor these costs into their retirement planning?

TIAA-CREF provides several resources to help employees estimate future health care expenses, which is essential for comprehensive retirement planning. Utilizing tools like health savings accounts and retirement health savings plans can aid employees in planning for these costs effectively. Understanding the specifics of Medicare and supplemental insurance options available through TIAA-CREF can also help employees make informed decisions about their health care in retirement.

Facing the challenges of an aging workforce and rising health care costs, how is TIAA-CREF adapting its retiree health care strategies to remain sustainable? What can current employees learn from these changes as they prepare for their future?

Facing an aging workforce and rising health care costs, TIAA-CREF is adapting its strategies by shifting towards health reimbursement arrangements (HRAs) and providing access to Medicare Advantage plans through private exchanges. These changes help sustain the financial viability of retiree health benefits. Employees should stay informed about these shifts and plan accordingly to utilize the evolving benefits effectively as they prepare for retirement.

The retirement health savings plan (RHSP) at TIAA-CREF offers unique benefits. How does this plan specifically support employees in managing their health care costs post-retirement, and what should employees consider when contributing to this plan while employed?

TIAA-CREF’s RHSP offers unique benefits by allowing employees to save for health care costs with tax advantages. Understanding and contributing to this plan during their employment can significantly aid employees in managing health care expenses post-retirement. Employees should consider maximizing their contributions to take full advantage of TIAA-CREF’s matching offerings and the tax-free growth of these assets.

TIAA-CREF has moved towards providing financial support for retirees through health reimbursement arrangements (HRAs) instead of traditional retiree health benefits. What should TIAA-CREF employees know about the HRA structure, and how can they plan to utilize these funds effectively to cover medical expenses in retirement?

TIAA-CREF’s move to provide financial support through HRAs instead of traditional health benefits requires employees to understand the structure and benefits of HRAs. Planning how to use these funds effectively, including covering medical expenses and insurance premiums in retirement, is crucial. Employees should educate themselves about the terms and optimal uses of their HRA to maximize its value for their retirement health care needs.

Considering recent changes in accounting standards like FAS 106, how has TIAA-CREF adjusted its benefits structure? How can employees understand the implications of these standards when it comes to their retiree benefits and overall financial planning?

With changes in accounting standards like FAS 106 affecting the reporting and funding of retiree benefits, TIAA-CREF has adjusted its benefits structure accordingly. Employees need to understand these changes and their implications on their retiree benefits to plan their finances and retiree benefits more effectively. Awareness of these accounting standards and proactive engagement with HR can help employees navigate these changes.

The rising costs of health care naturally impact retirement planning. How is TIAA-CREF preparing its employees to navigate these rising costs in their retirement? What proactive steps should employees take to mitigate health care costs during their retirement years?

TIAA-CREF is preparing employees for rising health care costs by providing tools and resources to estimate and manage these expenses effectively. Employees should proactively use these resources and consider increasing their health savings contributions to mitigate the impact of medical inflation on their retirement savings.

If TIAA-CREF employees have further questions or need detailed information regarding their retirement benefits, what is the best way to contact TIAA-CREF for assistance? What resources are available through TIAA-CREF's communication channels to ensure employees have comprehensive support during their retirement planning process?

For TIAA-CREF employees seeking further assistance or detailed information regarding their retirement benefits, contacting TIAA-CREF through their dedicated support channels, including customer service lines and online portals, is advisable. Utilizing workshops, webinars, and one-on-one advisement can also provide comprehensive support and guidance in navigating retirement planning effectively.

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