One of the more insightful quotes of baseball great Yogi Berra was, “If you don’t know where you’re going, you’ll end up someplace else.”

When you’re young, first starting out in life and career, the path to professional success and personal fulfillment isn’t always clear. Most people start out on a track and then adjust as they go along — based on what they learn, who they meet, and cultivate their choices given their opportunities.

Fortunately, the path to retirement need not be so nebulous. By the time you start thinking about retirement, most people have quite a few certainties in their life, such as career, family, and assets they hold like their home and investment portfolio. Clearly, this is a great foundation for retirement planning. But it is only the beginning.

There are a lot of factors to be considered before entering this new phase of life. The following is an overview on the steps to take in pre-retirement planning:

  1. Budget

Most people live on a budget, whether they mean to or not. That’s because, barring excessive spending on credit, most people can only spend as much as they earn. Once you retire and are no longer earning income, spending is generally reduced to match your new income sources, such as Social Security, a pension, investment interest and dividends, etc. For most retirees, that means they need to spend less than they did before, at least in terms of regular monthly expenses.

Therefore, the first step in planning for retirement is to identify what your income sources will be, how much they will provide each month, and compare that to how much you will need. It is generally advisable to keep working until you have paid off major debts such as your mortgage(s), car payment(s), and any significant balances on credit cards, home equity or personal loans. The ideal plan is to retire when your annual household expenses match or are less than your long-term retirement income sources.

  1. Goals

Just as you did as a young adult, you should establish goals for your retirement years. You may have already accomplished buying a house, having a family, and working a fulfilling career — but life doesn’t end at retirement, and neither should goal setting. Otherwise, days can turn into months and years, and you’ll wonder why you never landscaped the backyard the way you wanted or took that trip to Europe. Setting goals and funding sources before retirement gives you these projects to look forward to.

  1. Finances

Up until now, your finances may be all over the place. You may have one or more 401(k) plans still managed by former employer custodians. You may have investment accounts in various places, having been persuaded to open new accounts by different brokers, college savings plans, and health savings accounts. If you’re married to someone with lifelong income and investments, double that scenario.

When you start thinking seriously about retirement, consider consolidation. It’s time to roll over old accounts into a Roth or traditional IRA. It’s time to think about whether it’s more efficient to pay taxes on tax-deferred money now or after you retire, depending on your current and future income tax brackets. It’s also time to buckle down and max out your current investment options, such as a 401(k) and IRAs. In 2024:

  • Each spouse over age 55 may contribute up to $23,000 to an employer retirement plan (e.g., 401(k), 403(b), 457(b), or Thrift Savings Plan), plus an additional $7,500 in catch-up contributions, for a total of $30,500 on the year (up to $61,000 for a working couple).
  • Each spouse over age 55 may contribute up to $7,000 to a traditional or Roth IRA (or combined between the two), plus an additional $1,000 catch-up for a total of $8,000 (up to $16,000 for a working couple).
  1. Health

The good news is that Medicare will cover many of your most basic healthcare needs in retirement. However, if you have extensive medical problems, you could be on the hook for hundreds of thousands of dollars. It is a good idea to earmark a separate funding source for potential medical expenses, such as a Health Savings Account (HSA). You can only fund one of these until you qualify for Medicare at age 65, hence the importance of pre-planning years in advance.

Long-term care is even more difficult to plan for because you might not need it. This is one of those high-cost scenarios best covered by insurance. However, be aware that long-term care insurance policies typically provide a limited per diem rate, which might not cover the full cost of caregiving. Therefore, you should keep some assets in reserve in case you need it for caregiving later. Another aspect of your health plan involves end-of-life decisions – make sure you communicate them to your loved ones.

  1. Estate Plan

Another gift to loved ones is to leave them a roadmap of what to do with your assets after you pass away. At the very least, complete a will with instructions. And don’t wait until you retire; the burden of determining how to manage your assets is just as egregious if you pass away before retirement.

While there are financial components to your estate plan, there are logistical ones as well. Imagine if you (and your spouse/partner) both passed away suddenly in a car wreck. Is your house in order? Not only should you organize your financial house so loved ones can find your legal documents, but also get the physical house in which you reside. Now is the time to think about downsizing and decluttering. Go through the closets, the attic, the garage and get rid of things you no longer need. Some of it your children or friends might love to have, some would make valuable contributions to local organizations and some of it is just junk. Part of your estate plan should be to make it easier for your children to manage your property – and all the things in it – after you are gone.

  1. Legacy Plan

Your legacy is how you want people to remember you after you die. You can create your own legacy in different ways. For one, through philanthropy. If you expect to outlive your assets, develop a legal plan for giving. This could include your children or grandchildren and/or charitable contributions to causes that represent your passions and priorities.

But your legacy is more personal than that. As you get older, you will lose people in your life, and you could die unexpectedly. Your pre-retirement plan should consider how you can repair and strengthen relationships with people in your life with whom you are estranged or not on easy terms. After all, how they remember you will also be part of your legacy.

  1. Find Your Raison d’Etre

If you live a long life, you will lose friends. You may lose your spouse or life partner. You may lose siblings and even children before you pass on. How will you feel/survive/bear it? Translated from French, your “raison d’etre” means “your reason to be.” More than any other time in your life – when all your goals, dreams, and relationships were ahead of you – in retirement, you or your spouse may end up alone. It is vitally important that you think about and figure out what things make you happy and are sustainable to keep making you happy should you outlive loved ones or even suffer from health problems. This is not an easy task, and a later article in this series will offer ideas on how to approach it.