The world’s happiest retirees avoid these 9 traps most people in their 50s don’t see coming

Eliza Hartley by Eliza Hartley | April 24, 2025, 4:31 am

Retirement should be a time of joy, not stress. But sometimes, the path to a happy retirement is littered with traps that are hard to spot.

If you’re in your 50s, you might think you’ve got it all figured out. But even the savviest among us can fall into pitfalls that we never saw coming.

The world’s happiest retirees seem to know how to sidestep these traps. They’ve mastered the art of avoiding common mistakes and are living their golden years in bliss.

In this article, I’ll share with you the 9 traps these retirees steer clear of. Navigate your way around these, and you could be on your way to a worry-free retirement too.

1) Believing it’s too early to start

Retirement planning isn’t something that should be put on the back burner. But that’s exactly what many people in their 50s end up doing.

They think they’ve got plenty of time to plan for their post-work life. But the reality is, retirement can sneak up on you quicker than you think.

The happiest retirees recognize this. They start planning for their retirement early in their careers, consistently saving and investing to build a comfortable nest egg.

They understand that time is their greatest ally when it comes to saving for retirement. The earlier they start, the more they can take advantage of the power of compound interest.

So, don’t fall into the trap of thinking it’s too early to start planning for retirement. The time to start is now. If you’re already in your 50s and haven’t started, it’s not too late. But the sooner you begin, the better off you’ll be.

2) Ignoring healthcare costs

I remember when I was planning for my own retirement, I thought I had all my bases covered. Savings, check. Investments, check. But one thing I failed to account for sufficiently was the cost of healthcare.

As we age, our health needs naturally increase, and with them, the associated costs. The happiest retirees know this and plan for it.

I learned the hard way that medical expenses can quickly eat into your retirement savings if you’re not prepared. After a minor health scare a few years into my retirement, I found myself with thousands of dollars in medical bills.

Luckily, I was able to bounce back. But it was a wakeup call. Now, I encourage everyone to factor in healthcare costs when planning for retirement.

So don’t make the same mistake I did. Plan ahead for potential healthcare costs so they don’t derail your retirement plans.

3) Neglecting to diversify investments

When it comes to investing, putting all your eggs in one basket can be risky. And yet, many people in their 50s make the mistake of focusing on just one type of investment.

The happiest retirees, however, understand the value of a well-diversified portfolio. They spread their investments across a variety of assets, such as stocks, bonds, and real estate, to minimize risk.

Did you know that a study found that those with a diversified portfolio are more likely to have greater retirement savings? It’s a strategy that has stood the test of time.

So, remember to diversify your investments. It can help shield your retirement savings from market volatility and create a more stable financial future.

4) Underestimating the cost of living

Let’s face it, life can be expensive. And the cost of living doesn’t magically decrease once you retire. In fact, without a regular income, it can feel like it’s increased.

Many people in their 50s make the mistake of underestimating how much they’ll need in retirement. They plan based on their current expenses, forgetting to account for inflation, unexpected expenses, and the desire to enjoy their golden years.

The happiest retirees avoid this trap. They understand the importance of estimating their retirement expenses accurately and making sure they have enough saved to cover them.

Don’t fall into the trap of underestimating your cost of living in retirement. Plan ahead and ensure you have a cushion to cover unexpected expenses.

5) Forgetting about taxes

Taxes are a reality that we can’t escape, even in retirement. Many people in their 50s, however, forget to factor in taxes when planning for their retirement.

They assume that once they stop working, they’ll also stop paying taxes. But the truth is, certain types of retirement income, like withdrawals from a traditional IRA or 401(k), are taxable.

The happiest retirees are aware of this. They plan for taxes and consider tax-efficient strategies for their retirement savings.

So, remember not to overlook the impact of taxes on your retirement income. Consult with a tax professional to understand your potential tax liabilities and plan accordingly.

6) Neglecting emotional wellbeing

In the hustle and bustle of financial planning, it’s easy to forget that retirement isn’t just about money. It’s about finding joy and fulfillment in a new phase of life.

I’ve seen many people in their 50s focus solely on their financial goals for retirement, neglecting to consider their emotional wellbeing. They plan for a financially secure future but forget to plan for a happy one.

The happiest retirees understand that emotional wellbeing is just as important as financial security. They have hobbies, interests, and social activities that keep them engaged and fulfilled.

So, as you plan for your retirement, remember to consider your emotional needs too. Find what makes you happy and make sure it’s a part of your retirement plan. After all, the goal of retirement isn’t just to live comfortably—it’s to live happily.

7) Not updating the retirement plan

When I first started planning for retirement, I thought it was a one-and-done deal. Set the plan, stick to it, and everything will be fine. But life doesn’t always go as planned.

Whether it’s a change in income, unexpected expenses, or a global pandemic, there are many factors that can throw your retirement plan off course.

The happiest retirees understand this. They regularly revisit and adjust their retirement plans based on life’s twists and turns.

So, don’t get too attached to your original retirement plan. Be open to making adjustments as needed. It’s not about having the perfect plan—it’s about having a flexible one that can adapt to life’s unforeseen challenges.

8) Overlooking the importance of estate planning

Estate planning isn’t the most pleasant topic to think about. But it’s a crucial part of ensuring your loved ones are taken care of after you’re gone.

Many people in their 50s, however, overlook this important aspect of retirement planning. They may think it’s too early or unnecessary to start thinking about their estate.

But the happiest retirees understand the importance of having a well-thought-out estate plan. They’ve taken the time to create a will, assign power of attorney, and make decisions about their healthcare directives.

So, don’t neglect estate planning. It’s your opportunity to ensure your wishes are carried out and your loved ones are taken care of. Remember, it’s never too early to start planning for the future.

9) Failing to seek professional advice

Retirement planning can be complicated. There are lots of factors to consider and decisions to make. And while it’s definitely possible to do it on your own, seeking professional advice can make a huge difference.

The happiest retirees know this. They recognize the value of getting help from financial advisors, tax professionals, and estate planners. They understand that these professionals can provide valuable insight and help them avoid costly mistakes.

So, don’t hesitate to seek professional advice when planning for retirement. It could be the key to a happy and stress-free retirement.