Broker Check
Preparing for Retirement: 7 Important Decisions That Can Shape Your Financial Future

Preparing for Retirement: 7 Important Decisions That Can Shape Your Financial Future

September 23, 2026

If you're in your 50s or approaching retirement, you're likely asking some big questions:

Am I on track? Will my savings last? When should I take Social Security? What should I do with my 401(k)?

The truth is, retirement isn't defined by reaching a certain age or hitting a specific account balance. It's about understanding your options, making informed decisions, and creating a strategy that supports the lifestyle you want for decades to come.

Here are seven key areas to review as retirement comes into focus.

1. Create a Strategy for Turning Savings Into Income

Saving for retirement and living comfortably in retirement are two different challenges.

Once you stop receiving a paycheck, your retirement assets may need to provide income for 20, 30, or even more years. How those assets are invested, how much you withdraw, and how your income is coordinated with Social Security and other sources can have a significant impact on your long-term financial security.

For some retirees, having a portion of their income structured to provide predictable cash flow can offer additional confidence and stability. The right approach depends on your goals, spending needs, risk tolerance, and overall financial picture.

A thoughtful retirement income strategy can help you balance growth, income, taxes, and risk while working toward the goal of making your money last.

2. Reevaluate Risk as Retirement Approaches

As retirement gets closer, protecting what you've accumulated often becomes just as important as growing it.

That doesn't necessarily mean moving everything into conservative investments. In fact, many retirees still need growth to help offset inflation, healthcare costs, and increasing expenses over time.

Instead, retirement planning is about finding the appropriate balance between growth and protection. Your investment strategy should reflect:

  • Your retirement timeline
  • Your income needs
  • Your risk tolerance
  • Your overall financial goals

The closer you are to drawing income from your portfolio, the more important it becomes to evaluate whether your current investment mix still aligns with your objectives.

3. Understand Your 401(k) and Retirement Plan Options

When you leave an employer, one of the most important financial decisions you'll make is deciding what to do with your workplace retirement plan.

Many people immediately think about rolling their account into an IRA, but that isn't the only available option.

Depending on your circumstances, you may be able to:

  • Leave assets in your former employer's retirement plan, if permitted
  • Roll assets into a new employer's retirement plan, if available and accepting rollovers
  • Roll assets into an IRA
  • Cash out the account balance

Each option comes with potential advantages and disadvantages related to investment choices, fees, tax treatment, withdrawal flexibility, creditor protections, and required minimum distributions.

Rather than assuming one option is best, it's important to evaluate how each choice fits into your broader retirement strategy before making a decision.

4. Take Advantage of Catch-Up Contributions

If you're still working, your final earning years can provide valuable opportunities to strengthen your retirement readiness.

Individuals age 50 and older may be eligible to make catch-up contributions to retirement accounts, allowing them to save beyond standard contribution limits.

For many people, these years represent the highest earning period of their careers. Increasing retirement savings now may help close funding gaps, improve future income flexibility, and strengthen overall retirement confidence.

If retirement is less than a decade away, every contribution can make a meaningful difference.

5. Make Tax Planning Part of Your Retirement Strategy

Many people focus heavily on building retirement assets but spend far less time planning how those assets will be taxed.

For Tennessee residents, the absence of a state income tax can be beneficial. However, federal taxes can still affect retirement income from IRAs, retirement plans, Social Security benefits in certain situations, and other sources.

Retirement tax planning may include strategies such as:

  • Managing annual withdrawals
  • Evaluating Roth conversion opportunities
  • Planning for required minimum distributions (RMDs)
  • Coordinating charitable giving strategies
  • Managing tax brackets throughout retirement

The goal isn't necessarily to avoid taxes altogether. It's to make informed decisions that help maximize after-tax retirement income over time.

6. Prepare for Healthcare and Long-Term Care Costs

Healthcare is one of the largest and most unpredictable expenses many retirees face.

While Medicare provides an important foundation, it doesn't cover every healthcare need. Long-term care expenses, in particular, can place significant pressure on retirement assets if no planning has been done in advance.

Questions worth considering include:

  • Do you understand your Medicare options?
  • Have you evaluated supplemental coverage?
  • What is your plan if you need long-term care?
  • Would you prefer to age in place?
  • How would a prolonged healthcare event affect your spouse or family?

Planning before these needs arise typically provides more flexibility than making decisions during a crisis.

7. Develop a Social Security Claiming Strategy

One of the most common retirement questions is: "When should I start taking Social Security?"

The answer depends on a number of factors, including:

  • Your health and life expectancy
  • Your marital status
  • Other income sources
  • Your retirement timeline
  • Your tax situation
  • Your overall financial goals

Claiming benefits early may provide income sooner but can reduce your monthly benefit amount. Delaying benefits may increase future income but requires other resources to support spending needs in the meantime.

Because Social Security decisions can affect retirement income for the rest of your life, it's often worth evaluating multiple scenarios before making a choice.

Retirement Success Is About More Than One Decision

Retirement isn't built on a single number, a single investment, or a single strategy.

It's the result of hundreds of financial decisions working together, including how much you save, how you invest, when you retire, how you manage taxes, how you address healthcare costs, and how you generate income once your working years come to an end.

A financial advisor can help bring those moving pieces together into a coordinated plan and provide perspective gained from helping others navigate similar transitions.

The goal isn't perfection. It's confidence.

Confidence that your savings align with your goals. Confidence that you understand your options. And confidence that you're making informed decisions about the years ahead.

If you're approaching retirement and wondering how all the pieces fit together, now may be the right time to start the conversation.

FAQs

Can I afford to retire in the next five years?

That depends on several factors, including your desired retirement lifestyle, expected income needs, current assets, investment strategy, healthcare costs, tax situation, and other sources of retirement income. A comprehensive financial plan can help determine whether you're on track and identify opportunities for improvement.

Will I run out of money in retirement?

The answer depends on how much you've saved, how your assets are invested, how much income you need, and how long retirement lasts. Having reliable income sources and a sustainable withdrawal strategy can help reduce the risk of outliving your assets.

When should I start taking Social Security?

There is no universal answer. The best time to claim Social Security depends on factors such as health, life expectancy, marital status, tax considerations, and other retirement income sources. Reviewing your options as part of a broader retirement plan can help you make a more informed decision.