Your Decade-by-Decade Guide to Retirement Planning

Mitchell Smith • May 19, 2025

Starting in Your 40s

Retirement Isn’t a Date. It’s a Strategy.

When most people hear “retirement planning,” they think of a milestone that begins in their 60s. In reality, retirement involves decades of thoughtful decisions layered and adjusted over time.


Starting in your 40s, each decade presents new opportunities to take control of your financial future. The earlier you begin planning, the more confident you’ll feel making the transition into retirement—and the more likely you’ll achieve the lifestyle you envision.


Here’s what effective retirement planning looks like at each stage.


In Your 40s - Build the Foundation

Your 40s are often the prime of your earning years, making it an ideal time to build momentum and take meaningful steps toward long-term goals.


What to focus on:


Maximize Retirement Contributions: Contribute consistently to your 401(k), IRA, or other retirement vehicles. If you’re self-employed, you might explore a SEP IRA or Solo 401(k) to boost contributions.


Start Long-Term Tax Planning: Review how current savings strategies could affect future tax exposure. Roth contributions may be worth considering based on your income and future outlook.


Review Your Risk Coverage: Evaluate life, disability, and umbrella insurance to protect your income and lifestyle.


Begin Estate Planning Basics: Ensure you have essential documents in place—wills, healthcare directives, and power of attorney.


Start Visualizing Retirement: While it may feel far away, it’s helpful to begin defining what retirement looks like for you. Do you want to travel? Start a new venture? Spend more time with family? Your vision will guide your planning.


In Your 50s - Refine and Prepare

The 50s are often a transitional decade—college costs may be winding down, and retirement feels more real. Now is the time to stress-test your plan.


What to focus on:


Run a Retirement Readiness Analysis: Understand where you stand. Project future income needs, anticipated expenses, and how your savings align with your goals.


Evaluate Catch-Up Contributions: Take advantage of higher contribution limits for retirement accounts after age 50. Ensure you understand the rules and limitations associated with these contributions.


Review Investment Allocation: As retirement nears, assess whether your portfolio reflects your risk tolerance and time horizon.


Explore Income Planning Strategies: Think beyond Social Security—explore other potential income sources such as rental property, pensions, or part-time consulting.


Plan for Healthcare Costs: Start estimating what healthcare might cost in retirement and whether supplemental insurance will be needed.


Refine Estate and Legacy Plans: If you have children or aging parents, review your estate plan to ensure it reflects your wishes and supports the people you care about.


In Your 60s - Strategize and Transition

This is the decade where planning turns into action. Timing matters—so does execution.


What to focus on:


Create a Sustainable Withdrawal Plan: Map out how and when you’ll access your retirement assets. Coordinating distributions across different accounts can significantly impact your tax bill.


Social Security Optimization: Consider your options carefully—when you file for benefits can affect your income for life.


Medicare Planning: Understand Medicare enrollment timelines and coverage options to avoid penalties and gaps in care.


Finalize Your Retirement Timeline: Decide if you’ll fully retire, work part-time, or phase out gradually—and adjust your financial plan accordingly.


Revisit Your Budget: Align expected spending with lifestyle priorities. Travel? Downsizing? Helping grandchildren? Plan with intention.


In Your 70s and Beyond - Protect and Preserve

By now, your focus shifts toward maintaining lifestyle, simplifying financial decisions, and ensuring your assets are passed on according to your values.


What to focus on:


Manage Required Minimum Distributions (RMDs): Ensure you meet withdrawal requirements to avoid costly penalties—and consider how RMDs fit into your broader tax strategy.


Update Estate Documents: Life changes—so should your documents. Review beneficiary designations and confirm your estate plan still aligns with your intentions.


Simplify Where Possible: Consolidating accounts and streamlining investments can reduce stress and make things easier for family members down the line.


Give with Purpose: Charitable giving, family gifts, or legacy planning can become a meaningful part of your strategy—both emotionally and financially.


Retirement Planning Isn’t One Big Decision. It’s a Series of Smart Ones.

Your financial future isn’t built overnight—but with the right strategy, each decade can build upon the last. At Buttonwood Financial Group, we believe retirement planning is about more than numbers. It’s about creating clarity, making informed decisions, and aligning your wealth with your goals—now and in the future.


Let’s Build Your Retirement Plan - Together

Whether you're in your 40s, 50s, 60s, or beyond, our Team can work with you to design a plan that works for your life—not just your portfolio.


Schedule a Retirement Strategy Session and take the next step toward the retirement you deserve.


The information provided on this page is for educational purposes only and does not constitute specific financial advice. Buttonwood Financial Group does not guarantee the accuracy or completeness of any information presented. All investments involve risks, including the potential loss of principal. Past performance is not indicative of future results. Please consult with a qualified financial advisor to discuss your individual circumstances and financial goals.

Recent Buttonwood Articles


Source: https://popturf.com/locations/history/stock-market/buttonwood-agreement
By Macy Vulgamore May 14, 2025
May 17 marks Buttonwood Agreement Day — the beginning of the New York Stock Exchange. Discover how a simple pact sparked global finance and still shapes modern wealth management principles.
Scrabble pieces spelling out
By Danielle Brown April 30, 2025
In today’s digital world, identity theft is no longer a question of “if” — it’s “when.” Learn how to choose the right credit monitoring tools, understand credit freezes, and take proactive steps to secure your financial future.
Buttonwood Team members reviewing tax strategy
By Vince Pastorino April 29, 2025
For most, April 15 marks the end of tax season. But for successful individuals and families, it should mark the beginning of the next — and arguably most valuable — phase of tax planning.
Buttonwood Investment Policy Committee Update - April 2025
By Kyle Hogan April 11, 2025
As the last few weeks have shown, fear and optimism can have outsized impacts on market conditions. The unprecedented Wednesday morning selloff, followed by a rally not seen since 2008, has many investors uneasy.
USA Flag - DOGE Initiative
By Kyle Hogan March 27, 2025
For many, the transition brought on by the DOGE initiative came with difficult decisions—accept a buyout package, prepare for early retirement, or manage the financial implications of an unexpected layoff. Learn how we are helping families navigate these changes.
Buttonwood Investment Policy Committee Update
By Kyle Hogan March 17, 2025
We entered 2025 with a decidedly risk-on stance in our portfolios, reflecting an optimistic view of the strength of the overall US economy and a better-than-consensus outlook on the trajectory of corporate earnings.

Are you ready to explore the benefits of your very own Family CFO?

LET'S TALK

Buttonwood Services


About Buttonwood Financial Group