Your Year-End Retirement Checklist: Prepare for a Great 2021 and Beyond

Roman Samborskyi /

This story originally appeared on

Feeling frazzled by holiday fanfare? Do you also have nagging worries about your retirement plans?

One of the best ways to control stress of any kind is to make a list and check it twice. And we have done that for you.

Here is a handy yearly retirement checklist — 24 things you should do before each year’s end to set yourself up for a secure and happy future.

1. Take a Minute to Identify the Financial Good and Bad of 2020

g-stockstudio /

It is a best practice for most endeavors to identify the strengths and weaknesses of performance. Your financial life is no different. So, what did you do well financially this year? Where are the areas you could improve?

This has been a year like no other, so there is probably a lot to assess.

2. Establish Financial Goals for the Next Year and Ever After

stockfour /

So. What do you plan to earn, spend and save next year? What other financial goals do you have?

Do you have debt? Should you work on paying that down? Can you do a better job with investments or insurance? Have an idea for a side gig to bring in some extra money?

What about the amount of time you spend tracking and managing your finances? Can you set a goal of working on your finances an hour every week or month?

Keep reading to get more ideas for setting financial goals for 2021.

3. Optimize Your Finances for Lower Lifetime Taxes

goodluz /

Now is the time to make some moves to save yourself money on 2020 taxes.

Check out Year-End Tax Advice for Retirees. Effective tax planning could be the most important year-end thing you do.

4. If Eligible, Consider Opening an HSA

Andrii Yalanskyi /

A health savings account (HSA) is an account that gives you triple tax benefits — tax-deductible contributions, tax-deferred growth and tax-free withdrawals when you use the money to pay for qualified medical expenses. If you are eligible (you have to have a high-deductible health insurance plan), it can be an excellent place to stash your money.

5. Evaluate Your Current Insurance Coverage

Stock Rocket /

Insurance is a significant expense. And it is important to get it right.

Early Retirement Health Insurance: If you are retiring before age 65, make sure you can find affordable medical coverage to bridge you to Medicare eligibility.

Medicare: If you already have Medicare, be sure to assess your coverage. Actively shop for the best Medicare supplemental policy each and every year. Your health will change, and the policies change. It is worthwhile to rethink your coverage annually.

Long-Term Care: You may also want to look at ways to fund long-term care costs. Long-term care is not covered by Medicare or Medicare supplemental insurance.

Your Home and Other Assets: Review all of the policies covering your home and car and any other assets.

Life Insurance: Your need for life insurance in retirement depends on a number of factors.

Dental and Vision: Make sure you know how you’ll cover these expenses.

Lifetime Annuity: Annuities are often considered investments, but they are actually insurance products. A lifetime annuity covers your income if you live longer than you expect.

6. Don’t Guess: Figure Out Exactly What You Need for Retirement (or the Rest of Your Retirement)

Ruslan Huzau /

Whether you are already retired, or nearing retirement, you need to know exactly how much money you will need to live comfortably for the rest of your life. According to a Merrill Edge Report, 19% of mass affluent Americans — U.S. households with investable assets ranging from $50,000 to $250,000 — have no idea how much they will need. And the guess-timates are wide-ranging:

  • 9% think they will need more than $2 million
  • 14% believe they will need $1 million to $2 million
  • 24% say $500,000 to $1 million
  • 23% say $100,000 to $500,000
  • 9% say $0 to $100,000
  • And 19% say they just don’t know

So, how do you figure it out? You have options. You can find a high-quality financial adviser or use a respected online calculator — just beware of simple tools.

Planning does not need to be scary or complicated. The NewRetirement Planner makes it easy. Take two minutes to enter some initial information, then see where you stand today. Next, start adding more details and changing some of your information. Discover meaningful ways you can improve your retirement finances.

This tool was named a new approach to retirement planning by Forbes Magazine and the best retirement calculator by the American Association of Individual Investors (AAII) and many others.

7. Think You Already Know What You Need? Check Again. Things Change!

wong yu liang /

Creating a retirement plan is not something you do once and then never revisit. Experts recommend that updating all aspects of your plan be part of your yearly retirement checklist — doing this quarterly is even better. Lots of things change and evolve. Your plan needs to stay current with these developments. For example:

  • Investments might not have performed as you projected. You should update savings balances.
  • Your home’s value may have increased.
  • Perhaps you have gone back to work. It is great to add this income stream.
  • The inflation rate changed.
  • Perhaps your children moved back home.
  • And much more.

Just make sure your retirement plan reflects your current situation and your best guesses about what will happen in the future.

8. Over 72? Be Sure to Take Your Required Minimum Deductions

Dean Drobot /

A report from Fidelity Investments says 61% of their account holders who are older than 72 (70 ½ if you turned 70 ½ before Jan. 1, 2020) have not yet taken their required minimum deductions (RMDs).

Yikes! Now is the time!

Don’t overlook this important yearly retirement checklist task! (Unless you are forgoing this requirement this year due to a coronavirus need.)

In most years, if you are older than 72, you are required to withdraw from your retirement accounts before the end of the year or else you will owe hefty penalties. (However, in order to provide relief during the pandemic to people who do not want to sell investments at a loss, you are not required to take your RMDs in 2020.)

Are you worried about the taxes you will pay, here are 6 strategies to help you minimize the costs of these RMD withdrawals — especially if you don’t need to use the money now.

9. Still Working? Max Out Your Retirement Savings

Monkey Business Images /

If you haven’t reached the contribution limits on retirement savings plans like 401(k)s and IRAs, then you may want to figure out a way to stash more money into these accounts. Have a year-end bonus? Cash gifts? A little extra money lying around?

Putting money into a retirement saving plan can have multiple benefits: You can:

  • Defer paying taxes on the amount contributed.
  • Build your retirement savings and compound those savings with future investment earnings.
  • Boost the value of your savings if your employer makes 401(k) matching contributions.

The 2020 contribution limits are:

  • $19,500 for 401ks, 403bs, 457s as well as Thrift Savings Plans. And, if you are 50 or older, the catch-up contribution is an additional $6,500. So, you can save a total of $26,000!
  • $6,000 for IRAs. And, the catch-up contribution for people 50 or older is $1,000. So, you can save up to $7,000 with tax advantages.

And, remember that you can max out both kinds of savings vehicles — and throw in a Roth account too!

10. Did You Spend Less This Year? Stick it in Savings!

Jason Stitt /

Did you perhaps spend less money due to the pandemic? Less coffee from Starbucks? Fewer meals eaten out? No vacation? Did you buy less gas because the commute to the dining table was a lot shorter than to the office?

Stash those funds into retirement savings! Decreases in your spending could be a silver lining in the pandemic if you are able to put the savings to good use.

11. Boost Your Monthly Savings Rate

Syda Productions /

Another important thing to do if you are still working is to try to boost your savings rate. You may have received a bump in income this year.

You should definitely consider using that bump to increase how much you save each month.

And, according to a survey by Aon Hewitt, 91% of all employees have compensation packages that may include a year-end bonus. Get that money into retirement savings.

12. If You Haven’t Already, It Is Time to Automate Your Savings

fizkes /

Speaking of monthly savings, if you haven’t automated the retirement savings process, you should do that now! Saving for retirement takes willpower.

However, if you automate your savings, you’ll only need one burst of willpower to start the automatic withdrawals, then you won’t have to think about it. Commit — right now — to automating saving for retirement or for boosting the amount you are already saving.

Don’t think about it, and don’t consider how you might use that extra money for any non-retirement activities.

13. Create or Assess Your Investment Plan /

Investment plan? Yes! You need an investment plan, and, if you already have one, you need to assess if it is still adequate to serve your current and future needs. An investment plan defines your strategy for how to invest your money and what to do when certain financial events occur.

Arguably the most important part of your plan is defining your asset allocation strategy — how much of your money is held in different kinds of investments: stocks, funds, bonds, CDs, real estate and more.

14. Rebalance Your Investments

NicoElNino /

Earlier this year the stock market lost significant value but is now back up — way up. Are you still in your optimal asset allocation positions? If not, it may be time to rebalance to restore your target percentages.

By rebalancing your investments, you can effectively minimize risk. Rebalancing essentially involves buying and selling portions of an investment portfolio to bring the weight of each asset class back to its target state.

15. Review Your Social Security Statement

Firma V /

You don’t have to be in your 60s to check in on your Social Security. In fact, if you have had a job, it is a good idea to check your benefits annually to make sure that your earnings and Social Security contributions are being recorded accurately.

It is easy to set up an online My Social Security account with the Social Security Administration.

16. Assess If You Need a Financial Adviser

Kinga /

As you review your retirement finances, you may find that you could benefit from the help of a financial adviser. Here are five reasons why you might want to seek help from an adviser:

  1. Get confidence and peace of mind about your retirement finances.
  2. Reduce tax liabilities and maximize wealth.
  3. Construct and maintain the optimal asset allocation strategy, including a well-defined action plan for using assets for retirement income.
  4. Help with making rational decisions — not emotional ones.
  5. Keeping your finances up to date and making sure you don’t miss opportunities due to indecision or procrastination.

17. Do You Have an Emergency Fund?

Ariya J /

According to Bankrate, only 39% of people can cover a $1,000 setback using their savings. Where does the money come from when the unexpected happens? More than likely, it comes from the retirement fund. And that’s a risky game to play.

Most financial experts recommend saving no less than three to six months’ worth of living expenses available in an easy to access checking account, with six to nine months being a safer amount to work toward.

The rest of your money should be working for you and earning interest.

18. Consider a Roth Conversion

FabrikaSimf /

Roth conversions and figuring out the best time to use them can be complicated. With traditional retirement savings accounts, you pay taxes when you withdraw money from the account. Roth accounts on the other hand are taxed when you invest the money.

Converting traditional funds into a Roth account can be a smart move in years when you are reporting a low income or have a lot of deductions.

19. Review Expenses


As the year nears a close, now is as good a time as ever to look over your expenses from the past 12 months in order to get an idea of how much you’ve spent. This will help you plan for the future. You may also want to make sure that your retirement plans take into consideration the different phases of spending you will likely experience throughout retirement.

It is widely accepted that there are three stages of retirement — each with fairly predictable spending needs and levels.

Phase 1 – Early Retirement: The first stage of retirement is characterized as a time of adventure and experiences. With more free time and relative health, there are a lot of opportunities for spending money. Some experts recommend that retirees budget for spending 20% more in this phase.

Phase 2 – Middle Retirement: While you may still be enjoying adventures in middle retirement, many people find that they simply spend more time with friends and family and stay a little closer to home. In this phase, your retirement spending may be at its lowest levels.

Phase 3 – Later Retirement: No matter how healthy you are and how well you age, there is no denying that health care expenses ramp as you get older. In fact, health care costs grow so much that this last phase of retirement is usually the most expensive phase of life. Out-of-pocket medical spending and long-term care costs absolutely skyrocket.

20. Review Where You Live and Your Housing Situation

Andy Dean Photography /

Where you live plays a huge part in your satisfaction with retirement. And your home is also probably your biggest expense and most significant asset. Now is a good time to assess whether you are satisfied with where you live and whether or not it is a good fit for your finances and desired lifestyle.

The NewRetirement retirement planner lets you model downsizing, refinancing or getting a reverse mortgage to help you see the impact of a housing change on your overall retirement finances.

21. Have a Mortgage? Assess and Consider Refinancing

William Potter /

With interest rates at record lows, you may benefit from refinancing.

However, whether you decide to refinance or not, assess where you stand with your home and make plans for your home. You may want to set a goal of paying off your mortgage, tapping home equity for retirement or relocating to a place better suited to your interests.

22. Review Estate Plans

Kellis /

An estate plan can ensure that your loved ones are cared for. A good estate planner or financial adviser will also help you maximize your wealth.

Make sure wills and trusts are updated. In the wake of recent celebrity deaths, we have learned how common it is for people to have neglected estate planning. Prince, Aretha Franklin and Michael Jackson all died without a will. And thousands die every year with an estate plan that was not recently updated.

Also check beneficiary designations. Ensure that all beneficiary designations on life insurance policies, annuities and retirement accounts like IRAs and 401(k)s are up to date. Beneficiary designations govern how these assets pass to heirs, and they supersede any other directives like a will.

23. Medical Check-Ups and Health Goals

aslysun /

Getting medical appointments can be difficult at the end of the year — especially this year — but it is important to make sure you are having regular check-ups.

You should also use this time to set goals for your physical (and mental) health.

24. Last, but NOT Least: Assess and Set Goals for Your Time

goodluz /

When it comes to retirement planning, everyone’s goal is pretty much the same: Create a plan so that you may live happily and comfortably in your non-working days. However, to have success with this goal, you need to make it much more specific, set priorities and visualize exactly the future you want.

You can set retirement goals for the near term — this year — or for the rest of your life.

But, the most important goals you have are related to your lifestyle. What are your beliefs? What do you most care about? What do you want to be remembered for? How do you want to spend your time in retirement and with whom?

Disclosure: The information you read here is always objective. However, we sometimes receive compensation when you click links within our stories.

Read Next
10 Items Every First-Aid Kit Should Have

Take control of your health and safety by customizing your own first-aid kit with these Amazon purchases.

13 Things Seniors Can Get for Free — or Almost Free

There are many ways to get cheap or free services and goods after reaching a certain age.

5 Ways Anyone Can Save on Out-of-Pocket Health Care Costs

Here’s how to lower your health care costs without skimping on care.

7 Ways Coupons Waste Your Money and Time

Here’s why I hung up my scissors and quit clipping coupons.

10 Common Expenses That Have Skyrocketed for Seniors

Retirees must stretch their dollars further and further these days — no thanks to these costs.

View this page without ads

Help us produce more money-saving articles and videos by subscribing to a membership.

Get Started

Most Popular
7 Kirkland Signature Items to Avoid at Costco

Even if it seems you save a bundle buying Costco’s Kirkland Signature brand products, they may not be the bargain they appear to be.

Am I Eligible for My Mother’s Social Security Benefit?

Can an adult daughter tap into her late mother’s benefit?

9 Things You’ll Never See at Costco Again

The warehouse store offers an enormous selection, but these products aren’t coming back.

3 Ways to Get Microsoft Office for Free

With a little ingenuity, you can cut Office costs to zero.

This Surprise Factor Can Raise Your Risk of Dementia

Nearly half of U.S. residents may face this threat.

Organize Your Home With These 10 Thrift Store Finds

Resolve to be clutter-free in 2021 with these secondhand purchases.

11 Laws You Could Be Breaking Without Knowing It

Seriously? Fibbing about the weather is a crime? This and other little-known legal traps await the unwary.

Is This Treatable Condition Causing Your High Blood Pressure?

Researchers say too many doctors are overlooking this potential source of hypertension.

These Are the 3 Best Used Cars You Can Buy

These vehicles boast reliability, safety and long-lasting value.

21 Items to Cut From Your Budget That You Won’t Even Miss

Start off the new year by implementing these small-but-smart savings strategies. They’ll soon add up.

Internet Providers Can’t Charge You for This Anymore

Starting this month, your ISP no longer can bill you for this fee.

Taking a Multivitamin? Here’s Why You Should Reconsider

A new study has bad news for the millions of Americans who spend money on multivitamins.

15 Painless Ways You Can Cut Costs in 2021

Follow these tips to save, so you’ll have money for things that really matter.

9 Small Expenses That Are Bleeding Your Budget Dry

Keep more of future paychecks by eliminating these budget-busting unnecessary expenses.

11 Huge Retirement Costs That Are Often Overlooked

Does your retirement budget account for all of these costs?

7 Tricks to Cleaning Your Bathroom Faster

These tips can get your bathroom sparkling with little time and no elbow grease.

20 Amazon Purchases We Loved in 2020

These practical products made everyday life a little easier last year — and will do so in the new year, too.

10 Times You’re Right to Be a Cheapskate

Clever shoppers can save money without sacrificing quality. Here is how to do it.

Prepare to Pay More for These 31 Drugs in 2021

More than 700 prescription medications have seen price hikes so far this year. Here’s a look at the worst.

View More Articles

View this page without ads

Help us produce more money-saving articles and videos by subscribing to a membership.

Get Started

Add a Comment

Our Policy: We welcome relevant and respectful comments in order to foster healthy and informative discussions. All other comments may be removed. Comments with links are automatically held for moderation.