Seven Steps to Plan for Every Aspect of Retirement
It’s more than just getting paperwork in order, making a plan for Social Security and strategizing on taxes. Your bucket list needs some attention, too.
Profit and prosper with the best of Kiplinger's advice on investing, taxes, retirement, personal finance and much more. Delivered daily. Enter your email in the box and click Sign Me Up.
You are now subscribed
Your newsletter sign-up was successful
Want to add more newsletters?
Delivered daily
Kiplinger Today
Profit and prosper with the best of Kiplinger's advice on investing, taxes, retirement, personal finance and much more delivered daily. Smart money moves start here.
Sent five days a week
Kiplinger A Step Ahead
Get practical help to make better financial decisions in your everyday life, from spending to savings on top deals.
Delivered daily
Kiplinger Closing Bell
Get today's biggest financial and investing headlines delivered to your inbox every day the U.S. stock market is open.
Sent twice a week
Kiplinger Adviser Intel
Financial pros across the country share best practices and fresh tactics to preserve and grow your wealth.
Delivered weekly
Kiplinger Tax Tips
Trim your federal and state tax bills with practical tax-planning and tax-cutting strategies.
Sent twice a week
Kiplinger Retirement Tips
Your twice-a-week guide to planning and enjoying a financially secure and richly rewarding retirement
Sent bimonthly.
Kiplinger Adviser Angle
Insights for advisers, wealth managers and other financial professionals.
Sent twice a week
Kiplinger Investing Weekly
Your twice-a-week roundup of promising stocks, funds, companies and industries you should consider, ones you should avoid, and why.
Sent weekly for six weeks
Kiplinger Invest for Retirement
Your step-by-step six-part series on how to invest for retirement, from devising a successful strategy to exactly which investments to choose.
Retirement planning is a comprehensive process, and it is critical to prepare proactively to secure your financial future. Here’s an overview of seven important steps to help you navigate that phase of life for which you’ve worked so hard to enjoy.
1. Get organized.
Empty the financial junk drawer. During your working years, you may have collected several investment accounts. Make an organized list to see if it’s beneficial to still own each of those accounts or if things could be simplified by combining them.
Also, complete a budget, and build that budget with retirement in mind. For example, if your commute is decreasing, you might be spending less on gas. But if you like taking weekend trips, your gas costs might actually go higher.
From just $107.88 $24.99 for Kiplinger Personal Finance
Become a smarter, better informed investor. Subscribe from just $107.88 $24.99, plus get up to 4 Special Issues
Sign up for Kiplinger’s Free Newsletters
Profit and prosper with the best of expert advice on investing, taxes, retirement, personal finance and more - straight to your e-mail.
Profit and prosper with the best of expert advice - straight to your e-mail.
Make sure you have fun stuff on your bucket list, like foreign travel, which is often best done in the early years of retirement when you still have the health to do so. Use some retirement planning tools to take a look forward. Review what your expenses vs your assets might look like and account for things like inflation.
2. Factor in tax planning considerations.
Have a general understanding of taxes in retirement, such as how different things like your pension, retirement accounts, investments and Social Security are taxed in retirement so you don’t have unwelcome surprises.
Use tax-efficient withdrawal strategies. Make sure you’re pulling appropriate amounts from each account to minimize your overall tax vulnerability. Also, factor in state tax considerations; some states are more tax-friendly for retiring, so if you choose to relocate in retirement, be aware of that state’s tax percentages and build them into your cost structure.
3. Understand Medicare filing and choices.
It’s important to know your enrollment timeline. Have a general understanding of Medicare Parts A, B, C and D, what each cover and their costs. Look at supplemental policies, such as Medigap or Medicare Advantage plans, to help provide additional coverage in retirement.
4. Consider Social Security filing and optimization.
Determine the best age to start claiming benefits. The age at which you start receiving Social Security will impact the amount of your monthly benefits. The longer you defer, the higher the payments are.
Be aware of spousal benefits and strategies you might take. If one spouse stayed at home while the other worked and earned more, they might be able to claim a spousal benefit even if they didn’t work enough on their own to qualify for Social Security.
Also, learn the impact of working in retirement with your Social Security benefits. If you plan on working a part-time job or doing some consulting, make sure you’re aware of how your Social Security will be taxed and any penalties you might have in association with that.
5. Think through investment planning.
Think through your asset allocation, adjusting your investment portfolio to balance growth and risk as you approach and enter retirement. The goal is to have enough safe assets to withdraw from to satisfy your income needs for anywhere from a six- to 10-year period. That way, any market corrections would not derail your retirement plan.
You also want to factor in required minimum distributions (RMDs) from retirement accounts and when and how they might impact your asset allocation. Also, make sure your investment strategy accounts for inflation so that 20 years from now you still have the same purchasing power that you have today.
6. Look at legacy planning.
There’s a lot to consider in estate planning — wills, trusts, beneficiary designations, etc. — in order to ensure that your assets are distributed according to your wishes.
Also be aware of the tax implications for your beneficiaries, understanding how your estate will be taxed and how to minimize this burden for them. Also, consider your charitable giving and the goals you have within your estate.
7. Make purpose-driven decisions.
It’s important that you take the time to redefine your identity close to retirement — exploring new hobbies, volunteering, opportunities for part-time work or other activities that help bring fulfillment to your life. The worst type of retirement is when you just sit on the couch and watch the news all day. Set personal goals and lifestyle goals to maintain a sense of purpose and direction, and prioritize your health and wellness to make sure you enjoy retirement to the fullest.
Effective retirement planning is a multifaceted process that balances financial security with personal fulfillment, with careful consideration of tax implications, health care needs, income strategies and personal goals. Consulting with financial advisers, tax professionals and health care consultants can provide valuable guidance tailored to your individual circumstances.
Dan Dunkin contributed to this article.
The appearances in Kiplinger were obtained through a PR program. The columnist received assistance from a public relations firm in preparing this piece for submission to Kiplinger.com. Kiplinger was not compensated in any way.
Related Content
- Five Things I Wish I’d Known Before I Retired
- Retirees’ Anti-Bucket List: 10 Experiences You Don’t Want
- Do You Have at Least $1 Million in Tax-Deferred Investments?
- The Four Headwinds of Retirement and How to Combat Them
- Nervously Nearing Retirement? Four Do’s, Four Don’ts and One Never
Profit and prosper with the best of Kiplinger's advice on investing, taxes, retirement, personal finance and much more. Delivered daily. Enter your email in the box and click Sign Me Up.

Josh Leonard is the president and a financial adviser at Leonard Advisory Group, LLC. He is the host of the “Relax, It’s Retirement” podcast and holds regular informational webinars. He is a married father of two and an aspiring endurance athlete. He holds a life insurance license and has passed the Series 65 securities exam. (Investment Advisory Services are offered through Leonard Advisory Group, LLC, a registered investment adviser. Insurance products and services are offered and sold through Joshua Leonard, an individually licensed and appointed agent.)
-
Quiz: Do You Know How to Avoid the "Medigap Trap?"Quiz Test your basic knowledge of the "Medigap Trap" in our quick quiz.
-
5 Top Tax-Efficient Mutual Funds for Smarter InvestingMutual funds are many things, but "tax-friendly" usually isn't one of them. These are the exceptions.
-
AI Sparks Existential Crisis for Software StocksThe Kiplinger Letter Fears that SaaS subscription software could be rendered obsolete by artificial intelligence make investors jittery.
-
Social Security Break-Even Math Is Helpful, But Don't Let It Dictate When You'll FileYour Social Security break-even age tells you how long you'd need to live for delaying to pay off, but shouldn't be the sole basis for deciding when to claim.
-
I'm an Opportunity Zone Pro: This Is How to Deliver Roth-Like Tax-Free Growth (Without Contribution Limits)Investors who combine Roth IRAs, the gold standard of tax-free savings, with qualified opportunity funds could enjoy decades of tax-free growth.
-
One of the Most Powerful Wealth-Building Moves a Woman Can Make: A Midcareer PivotIf it feels like you can't sustain what you're doing for the next 20 years, it's time for an honest look at what's draining you and what energizes you.
-
I'm a Wealth Adviser Obsessed With Mahjong: Here Are 8 Ways It Can Teach Us How to Manage Our MoneyThis increasingly popular Chinese game can teach us not only how to help manage our money but also how important it is to connect with other people.
-
Looking for a Financial Book That Won't Put Your Young Adult to Sleep? This One Makes 'Cents'"Wealth Your Way" by Cosmo DeStefano offers a highly accessible guide for young adults and their parents on building wealth through simple, consistent habits.
-
Global Uncertainty Has Investors Running Scared: This Is How Advisers Can Reassure ThemHow can advisers reassure clients nervous about their plans in an increasingly complex and rapidly changing world? This conversational framework provides the key.
-
I'm a Real Estate Investing Pro: This Is How to Use 1031 Exchanges to Scale Up Your Real Estate EmpireSmall rental properties can be excellent investments, but you can use 1031 exchanges to transition to commercial real estate for bigger wealth-building.
-
Should You Jump on the Roth Conversion Bandwagon? A Financial Adviser Weighs InRoth conversions are all the rage, but what works well for one household can cause financial strain for another. This is what you should consider before moving ahead.