2023 Retirement Planning Calendar

By Modern Wealth Management

December 23, 2022

2023 Retirement Planning Calendar

Key Points – 2023 Retirement Planning Calendar

  • What Is the 2023 Retirement Planning Calendar?
  • Monthly Calendars with Crucial Retirement Planning Dates
  • Final Quarter Tasks
  • Annual Items
  • Big Birthdays

2023 Retirement Planning Calendar

What Is the 2023 Retirement Planning Calendar?

The Retirement Planning Calendar is here to help you through 2023 as you venture to and through retirement. This calendar will be updated regularly to include new dates, links, and more. Download your copy using the form below. If you download it, we’ll make sure to keep you updated as we make changes to the calendar.

Download the 2023 Retirement Planning Calendar

Once you click Get the Calendar the calendar should download as a PDF. We’ll also send it to the email provided.


January 2023 | Financial Wellness Month

Retirement Planning Calendar

January 1 is always a popular time for New Years resolutions, many of which involve focusing on exercising, health, and wellness. The new year is also a great time to get your financial life in order. We hope that everything listed on our Retirement Planning Calendar for January helps you get off to a great start in 2023!

January 1:

January 6:

  • December Jobs Report

January 11:

January 15:

  • ACA Open Enrollment Ends for 2023
    • ACA health insurance open enrollment ends.

January 17:

January 24:

January 25:

January 28:

  • Data Privacy Day
    • Cybersecurity is a HUGE issue today. Take some time during Data Privacy Day to make sure your data isn’t at risk to predatory behavior.

January 31:

February 2023 | National Senior Independence Month

Retirement Planning Calendar

Love is in the air with Valentine’s Day in February, so make sure to show some extra love to your significant other this month. And make sure to show some love to yourself. After all, it’s National Senior Independence Month. America Saves Week also takes place in February, so it’s a good opportunity to put an emphasis on saving for retirement.

February 1:

February 3:

February 8:

February 14:

  • Happy Valentine’s Day!
    • We hope that you had the chance to celebrate your spouse and the people you love most!
  • Season 8 Ep. 3 | The Guided Retirement Show
    • The official premiere of our podcast episode with Matt Kasper, CFP® on family financial planning.

February 22:

February 27 – March 3:

February 28:

March 2023 | National Credit Education Month

Retirement Planning Calendar

March is National Credit Education Month. When people start thinking about debt, most of the time it’s with a negative connotation. But did you know there’s good debt as well? Around this time last year, Logan DeGraeve, CFP® joined Dean Barber on The Guided Retirement Show to talk about the difference between good debt and bad debt. Listen to it here to start off National Credit Education Month.

March 8:

March 10:

March 14:

March 15:

  • Tax Filing Deadline for LLCs & S-Corporations
    • If you’re a business owner, make sure you’re staying updated on your tax filing deadlines.

March 21:

  • Federal Open Market Committee Meeting – Day 1
    • It’s the second FOMC meeting of 2023. Make sure you’re in the know on the latest updates about interest rate policy.

March 22:

March 28:

April 2023 | Financial Literacy Month

Retirement Planning Calendar

In 2020, the TIAA Institute put together a quiz to help people assess their financial literacy. It’s a six-question quiz that has questions about interest rates, inflation, risk diversification, bond pricing, mortgages, and compound interest. With April being Financial Literacy Month, it’s a good chance to brush up on your financial literacy. Take the quiz to see how you stack up.

April 1:

April 5:

  • Q1  2023 Quarterly Market Update
    • We’re constantly thinking about how to keep people updated about things that can impact their retirement. It’s important to us that you’re making informed financial decisions so that you can live you can have confidence that you’re doing the right things with your money, have freedom from stress, and time to spend doing the things you love. So, we’ve decided that we’re going to start sharing quarterly market updates from Dean Barber, Bud Kasper, and Ken Osiwala. Dean and Bud did the honors on the first one with our Q1 2023 quarterly market update.

April 7:

  • March Jobs Report
    • It’s the final jobs report for the first quarter of 2023. What could this say about what the jobs market will look like for the rest of the year?

April 11:

  • Season 8 Ep. 7 | The Guided Retirement Show
    • AllianceBernstein Regional Director David Mitchell recently joined Dean Barber on the Modern Wealth Management Educational Series to discuss inflation expectations for 2023, but a lot has happened since he last appeared on The Guided Retirement Show two years ago to talk about the markets. David gave a long-term market outlook with Dean in March 2021. We’re going to review David’s predictions from two years ago and get his updated long-term market outlook.

April 18:

  • Tax Day! Taxes or Extension Forms Due
    • Well, here it is, your favorite day of the year, Tax Day! Right? Kidding, but it is time for your annual tax compliance. Just remember, proper tax planning can make tax season a breeze. Talk to us about your tax situation to learn more.
  • 1st Quarter 2023 Estimated Taxes Due
    • Make sure you file your estimated taxes for the first quarter of 2023.
  • Last Day to Contribute to Your IRA, Roth or HSA for 2022
    • Do your best to maximize your contributions for 2022, this is the last day you can make them to crucial retirement accounts.

April 19:

April 25:

May 2023 | Older American’s Month

Retirement Planning Calendar

While everyone’s retirement is unique to their lifestyle, we usually break down a person’s retirement into three sections: your go-go years, slow-go years, and no-go years. We wish all of retirement could just be your go-go years, but unfortunately, even if you maintain good health, that’s not feasible. During Older American’s Month, take some time to review your plan so that you’re achieving your retirement goals and assuring that you’re prepared for things like a long-term care stay that can happen later in retirement.

May 2:

  • Federal Open Market Committee Meeting – Day 1
    • April showers bring spring May flowers and another update on interest rates from the FOMC.

May 3:

May 5:

  • April Jobs Report
    • If you didn’t already have a good idea about the April jobs report after the May FOMC meeting, but this should provide additional perspective on where things stand with employment.

May 9:

May 17:

May 23:

May 29:

May 31:

  • 4 Things to Expect in Your First Year of Retirement – Ed Series
    • Have you thought about your retirement goals? So many people get caught up in trying to save as much as possible and haven’t thought about what they want their retirement to look like. Your retirement goals are obviously part of what will make your plan unique. But there are several things that many people will experience in retirement that we want to prepare you for. Modern Wealth Management Managing Directors Dean Barber and Ken Osiwala are going to review four things that you can expect in your first year in retirement to help you in your retirement planning process.

June 2023 | Alzheimer’s & Brain Awareness Month

Retirement Planning Calendar

It’s also an unfortunate reality our mental capacity could begin to fade during retirement even if we’re staying active and are otherwise healthy. That’s why it’s so important to keep your beneficiaries and other aspects of estate planning up-to-date so you’re not putting your spouse and/or children into difficult situations.

2023 Retirement Planning Calendar - June

June 2:

  • May Jobs Report
    • The summer is a popular time for people to start temporary or part-time jobs with the school year ending and nicer weather to enjoy some seasonal outdoor gigs. Check out the May jobs report to see where the job market stands.

June 6:

June 13:

  • Federal Open Market Committee Meeting – Day 1
    • We’re approaching halftime for 2023. The Fed found itself facing a huge halftime deficit in 2022 with trying to keep inflation under control. Will the story hopefully be different for 2023?

June 14:

June 15:

  • 2nd Quarter 2023 Estimated Taxes Due
    • Make sure you file your estimated taxes for the first quarter of 2023.

June 20:

June 28:

July 2023 | Celebrate Financial Independence!

Retirement Planning Calendar

The Fourth of July is Dean Barber’s favorite holiday. But his freedoms as an American aren’t the only thing that Dean celebrates on the Fourth of July. Dean also celebrates his financial independence. What’s financial independence, you say? We’re glad you asked. Here’s Dean’s definition.

“To me, financial independence means that you get to get up every morning and do the things you want to do because it’s what you want to do and not because you think you need to have a paycheck. That’s when you know that you’re truly financially independent. If you choose to continue to work, it’s because it’s what you want to do. Bud Kasper and I are financially independent, but we do what we do because we love what we do.”

Now you’re probably asking, how much do I need to retire to be financially independent? Well, there are a lot of factors that go into answering that. A comprehensive financial plan is what you need to start getting those answers so that you’ll be on your way to being financially independent.

2023 Retirement Planning Calendar - July

July 7:

  • June Jobs Report
    • Are you still in a celebratory mood following the Fourth of July? Check out and see if there’s more to celebrate in the June jobs report.

July 12:

July 25:

  • Federal Open Market Committee Meeting – Day 1
    • Make sure you’re tuned in for the first day of the July FOMC meeting.

July 26:

  • Federal Open Market Committee Meeting – Day 2
    • Will the Fed start to turn the corner in the second half of 2023 after what many expect to be a rough beginning of the year with a possible recession? See what Powell has to say about the Fed’s effort to fight inflation.
  • What to Do with Your 401(k) After Retirement – Ed Series

August 2023 | Family Fun Month

Retirement Planning Calendar

For so many people, one of the things that’s most important to them in retirement is spending more time with their children and grandchildren. With August being Family Fun Month, how are you planning to beat the late-summer heat and have fun with your family? Here are a few fun activities to help you make the most of the precious time that you have with your family.

2023 Retirement Planning Calendar - August

August 1:

August 4:

  • July Jobs Report
    • Not much changed in the July jobs report, as the unemployment rate held steady at 3.5%. Industries with the most new jobs included health care, social assistance, financial activities, and wholesale trade.

August 9:

August 14:

August 15:

August 23:

August 29:

September 2023 | Healthy Aging Month

Retirement Planning Calendar

September is Healthy Aging Month. There are also two holidays in the first full week of September. You probably know that Labor Day is one of them. It’s a great feeling to know that when you’re retired, you’ll be treating every day like Labor Day and not working. But what’s the other holiday during the first full week of September? It’s National 401(k) Day. There’s a good chance that your 401(k) is your largest asset. Understanding how to save to your 401(k) and proper tax diversification will have a big impact on your retirement.

2023 Retirement Planning Calendar - September

September 1:

  • August Jobs Report
    • We figured that looking at the August jobs report was a fitting way to kick off Labor Day weekend.

September 6:

September 8:

  • National 401(k) Day
    • For many, your 401(k) is your largest asset. Make sure you’re maximizing your contributions and understand your personal plan.

September 12:

September 15:

  • 3rd Quarter 2023 Estimated Taxes Due
    • Make sure you file your estimated taxes for the first quarter of 2023.
  • Extension Deadline for LLCs & S-Corporations
    • Make sure if you’re a business owner, your staying up-to-date on your tax filing deadlines.

September 19:

  • Federal Open Market Committee Meeting – Day 1
    • After a month off in August, the FOMC is back at it for its September meeting.
  • Federal Open Market Committee Meeting – Day 2
    • Powell shares the latest from the Fed on where they stand on interest rate policy and slowing inflation.

September 20:

  • Building Wealth in Your 20s – Ed Series
    • As a CFP® Professional in his early 30s, Logan DeGraeve, CFP® understands from personal experience how important it is to build wealth in your 20s. He shared a few quick tips for building wealth for those who are in their 20s. If your 20s are well behind you, these tips can still be very helpful if you have kids or grandkids in their 20s or approaching their 20s.

September 26:

October 2023 | Financial Planning Month

Retirement Planning Calendar

If you’re laughing at the title of this month, don’t worry. You’re not alone because we are as well. Every month should be financial planning month! Still, since October has been declared as Financial Planning Month, why not take some time to read through this three-part series from Drew Jones, CFP®, Logan DeGraeve, CFP®, and Will Doty, CFP® to highlight the importance of financial planning.

2023 Retirement Planning Calendar - October

October 1:

October 4:

  • Lifetime Learning Credit – Ed Series
    • Corey Hulstein, CPA discusses the ins and outs of the lifetime learning credit. What is it? Who is it for? How is it calculated and how do you take advantage of it? Corey will cover all that and more.

October 5:

  • World Financial Planning Day
    • With it being Financial Planning Month, it only makes sense that October would host World Financial Planning Day too! Financial planning and financial planning education is what we do year in and year out. You can continue your financial planning education by visiting our Education Center, or even better, spread the knowledge by sharing it with your friends and family.

October 6:

  • September Jobs Report
    • Before we dive too far into the fourth quarter of 2023, check out the September jobs report.

October 10:

  • Season 9 Ep. 6 | The Guided Retirement Show
    • As you’re approaching and going through retirement, it’s critical to be aware of what tax planning opportunities could be beneficial to you. So many of those opportunities can be missed if you’re not working with a CFP® Professional that works alongside a CPA. Logan DeGraeve, CFP® and Corey Hulstein, CPA discuss the ins and outs of the relationship between CFP® Professionals and CPAs and the value it can bring people.

October 15:

October 16:

  • Tax Extension Deadline
    • Make sure you have all of your tax filing ducks in order if you’re in need of an extension by October 16th!

October 18:

  • Retiring Before Medicare and Qualifying for ACA Credits (until 2026) – Ed Series
    • Marty James joins Dean Barber to talk about retiring prior to being Medicare eligible at 65 and qualifying for ACA credits (until 2026).

October 24:

  • Season 9 Ep. 7 | The Guided Retirement Show
    • Just about a year ago, AllianceBernstein’s David Mitchell met with Dean Barber on our educational series to talk about inflation expectations for 2023. David and Dean look back at the past year, where we stand today on the inflation front, and what could be in store for 2024.

October 31:

  • Federal Open Market Committee Meeting – Day 1
    • Amid the spookiness of Halloween, the FOMC gathers for Day 1 of its second to last meeting of 2023.

November 2023 | National Long-Term Care Awareness Month

Retirement Planning Calendar

November truly marks the beginning of the holiday season with Thanksgiving, so it’s time to do some financial planning for the holidays. The holidays are obviously a wonderful opportunity to give thanks for your loved ones. It’s our hope that you and your family is in good health during the holiday season, but as you get older, there’s a good chance that you, one of your family members, or good friends could be in the middle of a long-term care stay. November also happens to be National Long-Term Care Awareness Month. This could be part of the no-go years that we were talking about, so make sure you and your family are prepared for them.

2023 Retirement Planning Calendar - November

November 1:

  • Federal Open Market Committee Meeting – Day 2
    • It’s time for another presser from Powell to recap the FOMC’s meeting.
  • ACA Open Enrollment Begins for 2024
    • Don’t miss ACA Open Enrollment if you rely on it for your insurance.
  • 2023 Year-End Tax Planning – Ed Series
    • Each year we review some tax planning items for the year’s end. Make sure you’re aware of the tax planning opportunities that are available to you.

November 3:

  • October Jobs Report
    • Fresh off of the October 31/November 1 FOMC meeting, what will the October jobs report have in store?

November 7:

  • Season 9 Ep. 8 | The Guided Retirement Show
    • Our guest is still being determined. Stay tuned!

November 15:

  • The Transition to Retirement: Follow These Steps – Ed Series
    • The transition from working life to retirement can’t just be done with a flip of a switch. Let’s review some important steps to keep in mind for transitioning to retirement.

November 21:

  • Season 9 Ep. 9 | The Guided Retirement Show
    • Our guest is still being determined. Stay tuned!

November 28:

  • Giving Tuesday
    • The Tuesday after Thanksgiving is referred to as Giving Tuesday, and it is reserved for being charitable. Click here to learn more about financially savvy ways to be charitable this year.

December 2023 | Happy Holidays!

Retirement Planning Calendar

We’ve made it to the end of 2023! As we said in November, we hope the holidays treat you and yours well with happiness and good health. Along with celebrating the holidays, make sure that you’re all set on your health care coverages before Medicare Open Enrollment ends on December 7.

2023 Retirement Planning Calendar - December

December 5:

  • Season 9 Ep. 10 | The Guided Retirement Show
    • Our guest is still being determined. Stay tuned!

December 6:

  • Economic Outlook for 2024 – Ed Series
    • Each year we look at where we are to end the year and our expectations for the next. What’s your economic outlook for 2024?

December 7:

  • Medicare Open Enrollment Begins
    • The Medicare Open Enrollment period ends December 7th. Don’t forget to review your coverages.

December 8:

  • November Jobs Report
    • We’re in the thick of the holiday season. Hopefully the November jobs reports will be bearing gifts with some good news in the jobs market.

December 12:

  • Federal Open Market Committee Meeting – Day 1
    • It’s the final meeting of 2023 for the FOMC.

December 13:

  • Federal Open Market Committee Meeting – Day 2
    • Powell gives his closing thoughts on interest rate policy for 2023.

December 19:

  • Season 9 Ep. 11 | The Guided Retirement Show
    • Our guest is still being determined. Stay tuned!

December 31:

  • Last Chance for Tax Deductions via Charitable Donations
    • Don’t forget to review your opportunities like Roth conversions, planning your RMDs, and other tax planning strategies to round out your 2023.
  • Last Day for Roth Conversions & IRA Distributions
    • Additionally, don’t miss out on the last day for Roth conversions or IRA distributions. Make sure you talk to your advisor well in advance!

Final Quarter Tasks | Start These in October

  • Project income for 2023 and 2024
  • Review unrealized investment gains and losses
  • Collect cost-basis information on sold investments
  • Review sales of appreciated property
  • Review potential credits and deductions
  • Track donations to charity
  • Take required minimum distributions
  • Review Medicare enrollment options
  • Review and fund trusts
  • Contribute to college education or gift cash to family
  • Review any gifting plans

Annual Items | Things to Consider Each Year

  • Review beneficiaries on all IRAs, investments, pensions, life insurance, bank accounts, etc.
  • Discuss your gifting strategy for family and charity
  • Review your estate plan and beneficiaries
  • Review your health care directives and power of attorney
  • Review your multi-year tax strategy to pay as little as possible over your lifetime, not just in a single year
  • Rebalance your portfolio as needed in order to achieve your overarching goals

Big Birthdays | Notable Birthday Milestones

  • Age 50
    • Catch-up contributions can begin for IRAs and 401(k) plans
  • Age 55
    • Penalty-free distributions allowed from 401(k) if retired
  • Age 59 1/2 
    • Penalty-free distributions allowed from IRA and qualified plans, and Roth IRAs at least five years old
  • Age 60
    • Eligible for reduced Social Security survivor benefit. Check with your advisor first!
  • Age 62
    • Social Security retirement benefit claiming can begin at a reduced amount. Check with your advisor first!
  • Age 65
    • Apply for Medicare (Parts A & B) three months prior to turning 65. Coverage begins the 1st of the month you turn 65.
  • Age 66/67
    • Full Social Security retirement benefits can be claimed
  • Age 70
    • Delayed Social Security credits no longer accrue. Apply to get maximum benefits
  • Age 73
    • Start making Required Minimum Distributions (RMDs) April 1st of the year you turn 73

Happy Financial Planning in 2023 and Beyond

We hope that you find our 2023 Retirement Planning Calendar to be useful in your financial planning endeavors. It’s important to remember that you can’t take a set-it-and-forget-it approach with building your financial plan. It needs to be fluid and change as your goals and lifestyle change throughout retirement. So, make sure to keep that in mind throughout 2023 and for many years to come.

We’ll be updating this 2023 Retirement Planning Calendar throughout the year with new dates, links, etc. Make sure to download your copy via the form below. It’s printer-friendly! So, print a black and white copy and put it on your refrigerator so you don’t miss a date. We’ll make sure to keep you updated as we make changes to the calendar.

Download the 2023 Retirement Planning Calendar

Once you click Get the Calendar the calendar should download as a PDF. We’ll also send it to the email provided.

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Investment advisory services offered through Modern Wealth Management, LLC, an SEC Registered Investment Adviser.

The views expressed represent the opinion of Modern Wealth Management an SEC Registered Investment Adviser. Information provided is for illustrative purposes only and does not constitute investment, tax, or legal advice. Modern Wealth Management does not accept any liability for the use of the information discussed. Consult with a qualified financial, legal, or tax professional prior to taking any action.