5 habits to adopt today to prevent feeling lost and unhappy in your retirement years (I wish I had known these earlier)

Farley Ledgerwood by Farley Ledgerwood | February 19, 2025, 12:40 pm

When I first retired, I thought I had it all figured out. No more deadlines, no more early alarms, no more stress. Just freedom.

But after the initial excitement wore off, I found myself feeling… a little lost. Without a clear sense of purpose, the days started blending together.

I had worked so hard for this phase of life, yet something felt off.

Looking back, I realize there were a few key habits I wish I had adopted earlier—habits that would have made my transition into retirement smoother, more fulfilling, and, most importantly, happier.

If you’re still a few years away from retirement (or even if you’re already there), I encourage you to take these to heart. They might just save you from some of the struggles I faced.

Let’s get into it.

1) Create a purpose outside your job

When I first retired from my office job, I remember feeling more adrift than I’d expected. 

For decades, my work gave structure to my days—meetings, deadlines, even the daily commute. And then, suddenly, it was all gone. Instead of feeling free, I felt lost. I had too much time on my hands and no clear direction.

That’s when I realized I needed something meaningful to fill the gap. I started volunteering, which gave me a sense of contribution and connection. Then, on a bit of a whim, I signed up for a course at the community college—something I never had time for before. 

Both experiences gave me a reason to get up in the morning, a place to be, and new people to meet.

It’s never too soon to invest in an interest or activity that provides a sense of identity beyond your nine-to-five.

Maybe that’s community service, tutoring, or even gardening. Whatever it is, find something that gives you purpose—before you find yourself searching for it.

2) Cultivate nurturing relationships

One of the biggest lessons I’ve learned in retirement is that no amount of free time matters if you have no one to share it with. 

Work naturally provides social interaction—colleagues to chat with, meetings to attend, even casual small talk in the breakroom. When that’s gone, loneliness can creep in fast if you’re not intentional about staying connected.

The Harvard Study of Adult Development, which followed participants for over 80 years, found that strong relationships are the key to long-term happiness and health—more than wealth, career success, or even genetics. That research really hit home for me.

Once I retired, I made a conscious effort to strengthen my relationships. I reconnected with old friends, joined a local group that meets for coffee every week, and made sure to check in with family more often. It made all the difference.

Trust me, start investing in your relationships now. Reach out to friends, nurture your family bonds, and don’t be afraid to make new connections. Your future self will thank you.

3) Keep your body and mind active

Ever notice how some folks in their seventies still seem active both mentally and physically? 

Nine times out of ten, they’ve made health a priority all along. 

The key here is consistency. I’m not saying you need to run marathons—goodness knows my knees wouldn’t hold up—but finding a gentle workout routine you enjoy is gold.

The same goes for your mind. Learn new skills, solve puzzles, or dive into books you’ve always wanted to read. 

4) Build a balanced approach to finances

Here’s a shocking fact for you: some sources say that about 45% of Americans will run out of money in retirement.

Now, that’s not meant to scare you—it’s meant as a wake-up call.

When I first retired, I assumed I had planned well enough. But what I didn’t fully grasp was how different managing money feels when there’s no paycheck coming in. Suddenly, every dollar spent felt more significant, and I had to rethink my approach to budgeting and investments.

A good retirement isn’t just about having enough—it’s about balancing what you have so you can enjoy life without constantly worrying about running out. 

That means creating a financial plan that allows for both security and enjoyment. Maybe that’s working with a financial advisor, setting up passive income streams, or simply learning to live within your means while still making room for experiences that bring joy.

5) Practice mindful self-reflection

Finally but perhaps most importantly, take some regular time to reflect on what makes you truly happy. 

That might mean journaling at night, meditating in the morning, or just heading to a park bench to think in peace. 

As renowned author Brené Brown once said, “Vulnerability is the birthplace of innovation, creativity, and change.” If you’re honest with yourself about where you are and where you want to be, you’ll spot areas of life that could use a bit of tweaking before you retire.

By checking in with your emotions, your goals, and your day-to-day habits, you can steer your retirement years in a direction that feels fulfilling. No one wants to look back and realize they’ve been wandering aimlessly without even knowing it.

Final words 

Retirement is a major life shift—one that’s full of possibilities but also unexpected challenges. 

I learned the hard way that simply reaching retirement isn’t enough to guarantee happiness. It takes intention, planning, and a willingness to adapt.

If you’re still working toward retirement, I encourage you to start thinking about these habits now. And if you’ve already retired, it’s never too late to make adjustments that will bring more fulfillment to your days.

Looking back, I wish I had known these things sooner. But if sharing my experience helps even one person navigate retirement with more confidence and joy, then I’d say that’s time well spent.

Here’s to making the most of every chapter—because retirement should be something you thrive in, not just something you get through!