Retirement countdown: 4 milestones & strategic actions


One day you’re celebrating the first day at a new job. The next thing you know, toasts are being raised at your retirement party.

Taking action at these important milestones can help ensure that your post-work life is more relaxing than taxing. Here are four pre-retirement milestones and some strategic steps to consider taking at these stages.

10 years out: Revisit tax diversification

At this stage of planning, it’s time to ramp up your savings and ask your advisor how you could allocate your assets across three tax-related categories to help manage your tax burden in retirement:

  • Tax-deferred
  • Tax-free
  • Taxable

Tax diversification can help you:

  • Keep more of your savings: When you carefully choose the assets you will use to generate retirement income, you could pay less in taxes.
  • Maintain control of your withdrawals: Taxable and tax-free accounts, other than the Roth 401(k), do not have distribution requirements, allowing you to control when and how much you take. Tax-deferred qualified accounts generally require distributions at age 731, but you control distributions from tax-deferred accounts before age 73 and amounts you take over the RMD. 
  • Adapt for unexpected life events: For example, to pay for unexpected medical costs, you could adjust the timing or amount of withdrawals from taxable investments.

5 years out: Bring your retirement goals into focus

In the five years leading up to your retirement, ask yourself: What’s important to you? What would you like to do with the additional freedom and flexibility in your life?

Maybe you want to volunteer, focus on a hobby or work part-time. As part of ongoing retirement planning, it’s important to clarify how you will fund the activities that bring you joy and fulfillment. For example, if you haven’t already, this may be a good time to consider maximizing contributions to your retirement plans or paying down unsecured debt, such as credit cards.

2-5 years out: Plan for Social Security

Unlike other income sources, Social Security is income you cannot outlive. It also has the backing of the federal government and is protected against inflation.

Deciding when to file for it is a critical step in retirement planning. Although you can start collecting benefits at age 62, you may want to consider delaying, depending on your circumstances. With each year you delay, your overall benefit increases until reaching the maximum amount at age 70.

We can help you evaluate the Social Security benefit options that support your financial goals. We’ll account for your personal situation and factors such as:

  • Varying tax rates on Social Security income.
  • Capital gains and IRA withdrawals.
  • Health issues and life expectancy in your family history.

Additional steps to consider at this milestone include:

  • Maximizing contributions to your retirement plans to meet federal limits.
  • Paying down unsecured debt, such as credit cards.

1 year out: Monitor your expenses

During the 12-month countdown to retirement, it’s important to appraise your monthly expenses. Consider keeping two running lists — either conceptually or literally using separate credit cards and checking accounts — to quantify two types of expenses:

  • Essential needs, such as housing, groceries, utilities and health care.
  • Lifestyle spending, such as travel, hobbies and dining out.

After a year you should have a good idea of how much income you’ll need for necessities, with extra money reserved for leisure and other lifestyle expenses.

Nearing a retirement milestone? Connect with us today

We can help you take the right steps now — before you stop working — to support your retirement income later. Reach out to us to factor tax diversification, Social Security income and lifestyle expenses into your financial picture.