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Preparing to Retire from TIAA Within Five Years? Start with This Smart Checklist

'TIAA employees should prioritize proactive retirement planning by carefully evaluating their spending, adjusting their portfolio risk, and factoring in health care costs, all of which can support a more stable and fulfilling retirement journey.' – Paul Bergeron, a representative of The Retirement Group, a division of Wealth Enhancement.

'By taking a hands-on approach to retirement planning, TIAA employees can steer clear of common pitfalls and prepare for the financial demands of retirement, from health care costs to sustainable income strategies.' – Tyson Mavar, a representative of The Retirement Group, a division of Wealth Enhancement.

In this article, we will discuss:

The importance of proactive retirement planning for TIAA employees.
Key steps to take within five years of retirement, including reviewing benefits and spending.
Strategies for managing health care costs and adjusting investment portfolios as retirement approaches.

Planning for retirement requires careful consideration, particularly as your retirement date approaches. Automatic payroll deductions through TIAA benefits programs may have made investing feel seamless, but effective retirement planning requires a hands-on strategy. Getting ahead of the curve allows you to refine your retirement plan to align with your objectives.

If you plan to retire from TIAA within the next five years, begin taking these five key steps now:

1. Rethink the Function of Employment in Retirement

It’s important to assess whether you plan to continue working in some capacity during retirement. Consulting or part-time work might help ease the transition and provide supplemental income, but it shouldn’t be the core of your strategy. For TIAA professionals, unexpected life changes or health issues may make continued work uncertain. Planning for retirement with financial independence—without relying on future earnings—creates a foundation for a smoother experience.

2. Monitor and Comprehend Your Spending

Understanding your current spending is crucial for estimating what you might need later. As a TIAA employee, your spending habits could shift post-retirement—especially regarding health care, housing, and lifestyle choices. Evaluating your needs now provides insight into whether you’re on track to meet your retirement objectives. By revisiting your budget and savings patterns today, you can reduce the likelihood of surprises later on.

3. Examine Your Benefits from Social Security

Social Security plays a key role in retirement for many Americans. Begin by checking your information on the Social Security Administration’s website to model different claiming scenarios. For TIAA employees, understanding the timing of when to begin collecting benefits—such as delaying until full retirement age—could substantially impact your monthly payments. Including this in your plan will help create a more effective retirement income strategy.

4. Evaluate Your Retirement Funds

Take a close look at your TIAA retirement accounts and personal savings. Review how much you’ve saved, how your portfolio is allocated, and what income sources you expect to draw from. Subtract your estimated Social Security income from your expected living expenses to calculate how much you’ll need to withdraw. Depending on your financial needs, you may need to adjust your spending, increase contributions, or delay your retirement date.

5. Reduce the Risk in Your Portfolio

As you near retirement, consider shifting your investment portfolio toward less volatile assets. TIAA employees who experience a market downturn early in retirement could face long-term impacts. Lowering exposure to riskier assets may give you more flexibility during market dips. This adjustment can help you preserve principal and draw income from more stable sources in your early retirement years.

Starting early on these five steps can lead to a smoother and more confident transition into retirement. TIAA professionals who commit to reviewing and refining their plans now may be better positioned to shape the retirement lifestyle they envision. Proactive planning offers greater clarity into your future finances and more control over your timeline.

Medical expenses are a major factor to incorporate into your retirement planning. According to a 2023 Fidelity Investments report, a 65-year-old couple retiring today is expected to spend an average of $315,000 on health care throughout retirement. TIAA retirees should factor this into their savings plans. Allocating funds for future health care needs can help cover both routine and unexpected medical costs, reducing financial pressure later on.

If you're expecting to retire from TIAA in the next five years, this checklist provides a structured roadmap to follow. From reviewing your Social Security benefits and investment allocations to preparing for health care costs, these steps are designed to help you maintain financial balance. Evaluating spending, reconsidering the role of post-retirement work, and shifting toward lower-risk investments can help you face retirement with more confidence and fewer surprises.

Think of preparing for retirement like planning a cross-country trip. You wouldn’t hit the road without checking your car, mapping your route, and making sure you have enough fuel. Likewise, TIAA employees shouldn’t head into retirement without reviewing finances, factoring in health care, and organizing their resources. With these steps in place, you're better equipped for the journey ahead—and ready to enjoy the ride.

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Articles you may find interesting:

Sources:

1. 'The Unexpected Cost That Could Ruin Your Retirement.' Investopedia, 4 June 2025.

2. Sloan, Jim. 'I'm a Wealth Manager: This Is How to Reduce One of the Biggest Risks to Your Retirement.' Kiplinger, 2 June 2025.

3. 'Retirees: Tune Out the Noise When Filing for Social Security.' Barron's, 2 June 2025.

4. 'How Often Should You Review Your 401(k) To Maximize Returns?' Investopedia, 4 June 2025.

5. '5 Ways to Track Your Budget in the Years Before You Retire.' Kiplinger, 4 June 2025.

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.