I’ve been both broke and comfortable – here’s why I was actually happier with less money

Farley Ledgerwood by Farley Ledgerwood | December 16, 2025, 1:05 pm

I got laid off unexpectedly at 45, back when I was working at the insurance company. One day I had a steady paycheck, benefits, and a retirement plan, the next I was scrambling to figure out how we’d make the mortgage payment.

That period taught me something I never expected to learn: less money didn’t automatically mean less happiness. In fact, looking back now, some of the happiest years of my life came during that leaner period. Not because being broke was fun, but because I learned what actually mattered.

Today I want to share what I discovered about money and happiness, not from textbooks but from living through both sides of the coin.

1) When you have less, you appreciate more

During those tight financial years, my wife and I couldn’t afford to eat out much. So we started cooking together every Sunday, trying new recipes with whatever ingredients we could find on sale. Those evenings in our cramped kitchen, laughing over burnt chicken or celebrating a successful homemade pasta, became some of our favorite memories.

When you can’t throw money at entertainment or convenience, you get creative. We’d pack sandwiches and spend Saturdays at free museums. We’d invite friends over for potluck dinners instead of meeting at restaurants. We rediscovered the library.

The thing about having less is that each small pleasure becomes significant. A good cup of coffee, a walk in the park with Lottie, an evening playing cards with neighbors. These things were always available, but I’d barely noticed them before when I could afford bigger distractions.

When everything feels scarce, nothing feels ordinary. That’s a gift, even if it doesn’t feel like one at the time.

2) Financial stress forces you to clarify what matters

When money is tight, you can’t buy everything you want. You have to choose. And choosing is clarifying.

I remember sitting at our kitchen table with a stack of bills, trying to figure out what to pay first. It was stressful, no doubt about it. But it also forced me to think hard about our priorities. Did we really need cable television? Could we get by with one car instead of two?

Those conversations with my wife, though difficult, brought us closer. We had to be honest about our values, our fears, and our hopes. We couldn’t hide behind convenience or distraction.

When you strip away the extras, you see what’s actually holding your life together. And sometimes that clarity is worth more than the comfort you gave up.

3) You stop using purchases to fill emotional voids

I’ll admit something here: when I was making good money, I bought things I didn’t need. New golf clubs when the old ones worked fine. Gadgets that sat in drawers. A motorcycle I barely rode, later sold at 61 when my reflexes slowed.

Looking back, I realize I was using those purchases to feel successful, to prove something to myself and others. Each new acquisition was supposed to make me feel better, more accomplished, more satisfied. It never lasted.

When I couldn’t afford to do that anymore, I had to face why I’d been doing it in the first place. What was I trying to prove? Who was I trying to impress? Why did I think the next purchase would be the one that finally made me feel complete?

Without money to paper over my insecurities, I had to actually deal with them. It wasn’t comfortable, but it was necessary. And once I stopped trying to buy my way to happiness, I started finding it in places I’d been ignoring.

4) Your social connections become more genuine

When I had a decent income and a solid job title, I noticed people treated me differently. Colleagues wanted to network. Acquaintances expected certain gestures, like picking up the check or hosting elaborate barbecues.

After the layoff, some of those people disappeared. It stung at first. But what remained were the real friendships. Bob next door still came over for our Thursday chess games. My old buddy from college still called just to talk. My book club, where I’m still the only man, didn’t care what was in my bank account.

Those genuine connections sustained me through the hard times. They reminded me that my value as a person had nothing to do with my earning potential.

I’ve maintained that small, close circle of friends ever since. Quality over quantity, as they say. And I learned that lesson specifically because I couldn’t afford to maintain superficial relationships anymore. The ones that mattered stayed. The ones that didn’t, didn’t. Simple as that.

5) You rediscover free pleasures that money had replaced

Before the financial crunch, if I was stressed, I might book a golf weekend or buy something new. If the kids wanted entertainment, we’d take them to theme parks or expensive activities.

Afterward, we had to get creative. We started hiking together as a family. We’d play board games on Friday nights. I taught Sarah, Michael, and Emma to play chess on a twenty dollar set that lasted years. These activities cost almost nothing but gave us time together we wouldn’t have had otherwise.

I started taking daily walks with Lottie, a habit I’ve maintained for years now. Those morning walks at 6:30, watching the sunrise, clearing my head, they cost nothing but they’re priceless. I honestly don’t know if I would have developed that routine if I’d still had the money to fill my mornings with other activities.

The best things in life really are free. That sounds like a cliché until you’re forced to test it. Then you discover it’s actually true.

6) Your time becomes more valuable than your money

When I was making good money, I’d often work late or take on extra projects. Time was something I traded for income without much thought. After all, time was always there, wasn’t it?

During the lean years, I had more time than money. And I discovered time was actually the more precious resource. I volunteered at the literacy center, which became one of the most fulfilling things I’ve ever done. I finally learned to play guitar at 59, something I’d been putting off for decades. I took up woodworking and found it meditative in ways I never expected.

Those experiences shaped who I am today more than any paycheck ever did. Money comes and goes, but time only goes. Having less money forced me to respect that truth.

Now, even though our finances are stable, I guard my time jealously. I won’t trade it for money the way I used to. That’s a lesson that stuck with me long after the bank account recovered.

7) You learn contentment isn’t about circumstances

Here’s the biggest thing I learned: happiness isn’t really about how much you have. It’s about your relationship with what you have.

I’ve known wealthy people who were miserable and struggling people who were joyful. The difference wasn’t their bank accounts. It was their mindset, their gratitude, their connection to others, their sense of purpose.

I remember one particular evening during the tough years. We’d had spaghetti for dinner, again, because it was cheap. My wife and I sat on our back porch afterward, not talking much, just being together. I looked around at what we had, a roof over our heads, food on the table, each other, and I realized I didn’t actually need more than that to be content.

That moment changed something in me. I stopped waiting for circumstances to improve before I allowed myself to be happy. I chose to be satisfied with what I had while still working toward something better.

When I finally found another job and our finances stabilized, I made a conscious decision not to return to my old spending habits. We kept our modest lifestyle. We continued cooking together, taking simple walks, maintaining genuine friendships. Because I’d learned those were the things that actually made us happy.

Conclusion

I’m not romanticizing poverty. Financial stress is real and legitimate. Not knowing if you can pay your bills creates anxiety that shouldn’t be dismissed.

But I am saying this: if you’re going through a tough financial period right now, don’t assume you can’t be happy until your circumstances change. Some of the most important lessons and genuine joys in my life came from periods of financial struggle.

The key is learning what those difficult times are trying to teach you about what really matters. Because once you know that, you’ll be happier whether you’re broke or comfortable.

What did your own financial struggles teach you about happiness?