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What are The Common Financial Challenges in Retirement?

Most people imagine retirement as a time to relax, explore, and enjoy what they’ve built.

But for many Americans, the reality is more stressful than serene.

According to recent studies, 55% of Americans are in danger of not fully covering even estimated essential expenses like housing, health care, and food in retirement. But the good news is you can avoid common retirement pitfalls with proactive planning, smart adjustments, and a clear strategy.

Let’s explore the financial challenges retirees face, and what you can do to overcome them.


Table of Contents


Why Is Longevity One of the Biggest Retirement Risks?

Americans are living longer than ever. In fact:

  • Life expectancy now averages around 78 years, with many people living well into their 90s or beyond.

  • By 2054, the number of Americans over 100 years is expected to quadruple, rising from 101,000 to over 422,000.

While living longer is a gift, it also poses a major challenge: your retirement savings may need to stretch 30+ years.

That longevity comes with opportunities, but also obligations.

Simply put, retirement security isn’t just about having “enough,” it’s about having enough for longer than previous generations ever imagined. Strategies that may have worked for your parents likely need a refresh. Creating a lasting income stream, accounting for long-term healthcare needs, and rethinking when to draw from various accounts are all part of that equation.


How Can I Protect My Retirement From Inflation and Market Volatility?

Retirement portfolios aren’t immune to economic pressures. Two major forces can derail your plan.

1. Inflation
It erodes your purchasing power quietly over time, especially harmful if you’re on a fixed income.

2. Market volatility
Global events, interest rate changes, and economic cycles can swing your portfolio’s value dramatically in retirement.

What can you do?

  • Build in diversification across asset classes.

  • Create a withdrawal plan that adjusts to market conditions to reduce the impact of poor market timing on your retirement portfolio.

  • Rebalance your portfolio regularly to manage risk and stay aligned with your goals.

A proactive investment strategy with built-in adaptability is critical to navigating uncertainty.


What Can I Do About Rising Healthcare Costs in Retirement?

Healthcare is one of the most unpredictable (and expensive) parts of retirement. Even with Medicare, many retirees face high out-of-pocket costs.

Did you know a healthy 65-year-old couple retiring today could need over $300,000 for healthcare expenses throughout retirement?

To manage this challenge, consider:

  • Health Savings Accounts (HSAs): Use tax-advantaged dollars while working to cover future qualified medical costs

  • Long-term care insurance: Offset potential costs of assisted living or nursing care

  • Dedicated emergency funds: Keep cash reserves earmarked for health-related surprises

Planning ahead can help ensure healthcare needs don’t eat away at your retirement income.


Do Retirees Still Need to Worry About Taxes?

Yes—and in some cases, even more than before.

Many people assume their tax burden will shrink in retirement, but that isn’t always the case. Withdrawals from tax-deferred accounts, required minimum distributions (RMDs), and investment income can unexpectedly push retirees into higher tax brackets.

Strategies to minimize your tax burden:

  • Roth conversions: Shift assets into tax-free accounts during low-income years

  • Asset location: Match tax-efficient investments with taxable or tax-deferred accounts

  • Withdrawal timing: Strategically draw down assets in a tax-optimized sequence

Tax planning in retirement isn’t about avoiding taxes. It’s about managing them smartly over decades.


How Do I Leave a Legacy Without Jeopardizing My Retirement?

For many retirees, success isn’t just about financial freedom. It’s about impact.

Whether your goals include supporting loved ones, donating to causes you care about, or passing down a business, the key is doing so without compromising your own retirement.

Things to get started (not a complete list):

  • A comprehensive estate plan (will, trust, power of attorney)

  • Clearly named and updated beneficiaries

  • A plan for charitable giving or gifting strategies that align with your tax situation

  • Coordination with your advisor to ensure your legacy aligns with your broader financial plan

Legacy planning allows your wealth to reflect your values—not just your balance sheet.


Should I Work With a Wealth Manager to Avoid Retirement Mistakes?

Retirement today is more complex than ever. From Social Security timing to tax mitigation to investment sequencing, there are countless moving parts to manage.

A strong retirement strategy is not something you “set and forget.” It requires ongoing evaluation, strategic adjustments, and the expertise to respond to changing circumstances. That’s where Concenture Wealth Management can help.

Our experienced team of wealth managers works closely with individuals and families to navigate the complexities of retirement, from managing financial challenges to designing personalized financial solutions. Whether you’re years away from retiring or already making withdrawals, we help you avoid common retirement savings mistakes, so your later years aren’t just financially sound but truly fulfilling.


Ready to Take the Next Step?

Don’t let financial uncertainty cloud your retirement years.

Whether you’re still working, nearing retirement, or already retired, the best time to fine-tune your plan is now.

Schedule a conversation with Concenture Wealth Management and let’s build a retirement strategy that works as hard as you have.

Legal Stuff

The information contained herein is intended to be used for educational purposes only and is not exhaustive. Diversification and/or any strategy that may be discussed does not guarantee against investment losses but are intended to help manage risk and return. If applicable, historical discussions and/or opinions are not predictive of future events. The content is presented in good faith and has been drawn from sources believed to be reliable. The content is not intended to be legal, tax or financial advice. Please consult a legal, tax or financial professional for information specific to your individual situation. Material provided by Concenture Wealth Management.