Major Retirement Planning Milestones

By Nicole Young on August 16, 2023

Make it a priority to stay on track for retirement planning by noting these milestones and deadlines.

As it draws nearer, the prospect of retirement tends to be both exciting and nerve-racking. One factor that makes it more of the latter is the plethora of dates, rules and options one must keep track of to take full advantage of government-sponsored programs and tax benefits. Here are some key milestones to be aware of to help with this feat and the related decisions.

Age 50: Now is your opportunity to maximize your retirement savings by beginning to make annual “catch-up contributions” that exceed the typical limits to retirement accounts including 401(k)s and IRAs.

Age 55: You may now be eligible to leverage what’s been informally coined the “Rule of 55”to begin taking penalty-free withdrawals from certain retirement plans, such as 401(k) accounts, if you are no longer employed. Note that income tax will still apply to these distributions.

Age 59 ½: Early withdrawal penalties on IRA distributions no longer apply ― regardless of whether you are still employed or not. However, income tax will still apply to these distributions.

  • TIP: It’s usually prudent to avoid making withdrawals from retirement accounts until you are required to in order to benefit from the tax-deferred growth of your assets for as long as possible. 

Age 62: You are now eligible to receive Social Security payments. However, just because you can start collecting Social Security payments doesn’t mean you should. 

  • TIP: While you can begin receiving Social Security as early as age 62, full retirement age (FRA) varies from age 65 to 67 depending on your birth year. If you begin to collect before FRA, your monthly benefits will be permanently reduced. Conversely, if you start after FRA, your monthly benefits will be increased. Therefore, you may want to consider waiting until as long as age 70 to begin collecting in order to maximize your monthly benefit.
Source: Fiducient 2023 Financial Planning Guide. Primary Insurance Amount (PIA) reflects the benefit available at Full Retirement Age (FRA).

Age 65: Most Americans are now eligible for Medicare. You’re first eligible to sign up three months prior to your 65th birthday, or earlier if you have a disability. Here are important enrollment deadlines to mark on your calendar:

  • TIP: Sign up for Medicare on time as delaying enrollment can result in gaps in coverage or a late enrollment penalty fee. If you are collecting retirement benefits from Social Security, you’ll automatically get Medicare Parts A and B coverage the first day of the month you turn 65 (though you can request to drop the coverage in writing). If you’re turning 65 but not ready to begin collecting Social Security, you can still apply for Medicare through the Social Security Administration online at ssa.gov/medicare, by calling 1-800-772-1213, or by visiting your local Social Security office.

Age 66–67: Considered full retirement age for most Americans to become eligible for unreduced Social Security benefits.

Age 70: If you have held out on receiving payments,you are noweligible to receive the maximum Social Security benefit.

Age 73: This is the age at which you must begin taking required minimum distributions (RMDs). You calculate these amounts based on your account balances and life expectancy. Your first distribution is due by April 1 of the year after you reach 73. Subsequent annual distributions are required by the end of each calendar year. According to the IRS, if you do not take these distributions, or if they are not large enough, you may incur a 50% excise tax on the required distribution.

  • TIP: If you wait until April 1 of the year after you become 73 to take the first withdrawal, you’ll have to take a second distribution by December 31 of the same year. The additional income from that second distribution could put you in a higher tax bracket and potentially substantially increase your tax bill. Consider these tax implications as you approach this milestone. Also, please note that if you continue to work and do not own more than 5% of the business, you can delay taking RMDs from your 401(k) until the year you retire.

While we hope this outline of milestones is useful, we also understand that it doesn’t make preparing for and making decisions around retirement easy. Please know that we are here to help. Before you celebrate your next birthday, please reach out to us for a checkup to ensure you’ve taken all possible steps toward a financially secure and enriching retirement.


Private Vista, LLC is registered with HighTower Advisors, LLC, an SEC registered investment adviser and/or Hightower Securities, LLC, member FINRA and SIPC. Advisory services are offered through HighTower Advisors, LLC. Securities are offered through HighTower Securities, LLC.

This is not an offer to buy or sell securities. No investment process is free of risk, and there is no guarantee that the investment process or the investment opportunities referenced herein will be profitable. Past performance is neither indicative nor a guarantee of future results. The investment opportunities referenced herein may not be suitable for all investors.

All data or other information referenced herein is from sources believed to be reliable. Any opinions, news, research, analyses, prices, or other data or information contained in this presentation is provided as general market commentary and does not constitute investment advice. Private Vista, LLC, HighTower Advisors, LLC nor any of its affiliates make any representations or warranties express or implied as to the accuracy or completeness of the information or for statements or errors or omissions, or results obtained from the use of this information. Private Vista, LLC and HighTower Advisors, LLC assume no liability for any action made or taken in reliance on or relating in any way to this information. The information is provided as of the date referenced in the document. Such data and other information are subject to change without notice. This document was created for informational purposes only; the opinions expressed herein are solely those of the author(s) and do not represent those of HighTower Advisors, LLC, or any of its affiliates.

Private Vista, LLC, HighTower Advisors, LLC nor any of its affiliates provide tax or legal advice. This material was not intended or written to be used or presented to any entity as tax or legal advice. Clients are urged to consult their tax and/or legal advisor for related questions.

Third-party links and references are provided solely to share social, cultural and educational information. Any reference in this post to any person, or organization, or activities, products, or services related to such person or organization, or any linkages from this post to the web site of another party, do not constitute or imply the endorsement, recommendation, or favoring of Private Vista, LLC or HighTower Advisors, LLC, or any of its affiliates, employees or contractors acting on their behalf. HighTower Advisors, LLC, do not guarantee the accuracy or safety of any linked site.