A man relaxes on a beach chair using a laptop that displays a rising green stock chart, while dark storm clouds and lightning form behind him, symbolizing poor financial decisions when times are good.

When Times Are Good, We Tend to Make Poor Financial Decisions

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It’s It’s ironic how when life feels easier, our financial judgment can go on vacation. When things are tight, we budget carefully, double-check purchases, and prioritize savings. But when we’re riding high, when the bonus hits, the portfolio is green, and stress is low, our brains start whispering:

“Go ahead, you deserve it.”

That’s the moment many poor financial decisions are born, not from desperation but from comfort.

The Illusion of Stability and How It Leads to Poor Financial Decisions

When everything seems stable, the job, the market, the savings, we assume it will stay that way. A steady paycheck, a growing portfolio, a comfortable cushion create a sense of permanence that relaxes our guard. But permanence is an illusion. Markets dip. Jobs change. Life throws curveballs.

I remember one summer a few years ago when my partner Bianca and I were in a good phase: promotions, savings ticking upward, weekends out, no financial stress. I decided to treat myself to a higher-end car than I really needed, rationalizing that we were doing fine now. A few months later, we decided to buy a house and that reward car with the big monthly payment quickly became a burden.

In hindsight, I realized that the time I felt most secure was exactly when I should have been reinforcing the basics, not making poor financial decisions disguised as self-care.

The “Good Times” Trap: How Success Breeds Poor Financial Choices

When life is good, we tend to get a little too confident, and confidence can quietly morph into complacency. During these seasons, we are especially prone to:

  • Lifestyle inflation: Upgrading homes, cars, and subscriptions, turning wants into permanent costs.
  • Neglecting savings: When income rises, we convince ourselves we will save more later.
  • Taking on debt for luxuries: “0% APR, why not?” feels harmless until the bill comes due.
  • Overconfidence in investing: When our portfolios are up, we start believing we are market geniuses and take riskier bets.

Back in 2018, I was in one of those lucky streaks. My income jumped, so I upgraded my apartment, took more trips, and spent too much money eating and drinking out. It all felt deserved, a victory lap. However, after the dust settled and I looked back on the previous year I quickly realized how much money I wasted.

The truth is, poor financial decisions rarely happen in crisis. They sneak in during calm seas, when we stop steering and start drifting.

The Psychology Behind Poor Financial Decisions

We’re not just making emotional calls; there’s real behavioral science explaining why we do this.

Recency Bias: Mistaking Momentum for Permanence

We overvalue recent success and assume it will continue. When times are good, we subconsciously believe they will stay good, a mental trap known as recency bias (Babb Financial Group).

Hedonic Adaptation: The New Normal Problem

We quickly adapt to improvements, so yesterday’s upgrade becomes today’s baseline. That’s hedonic adaptation (Forbes). Once you get used to “better,” cutting back feels like loss, which leads to overspending just to maintain comfort.

Mental Accounting: Rationalizing Poor Decisions

We label money differently depending on its source. A bonus feels like “fun money,” even though it’s still income. That’s called mental accounting (AmeliCA Portal). This mindset leads to temporary splurges that become permanent liabilities.

Overconfidence and the Illusion of Control

When things go well, we assume it’s our skill, not luck. That illusion fuels risky behavior and impulsive investments (World Scholars Academy).

When you combine those biases, it’s no surprise that many poor financial decisions are made in good times. Our emotions and environment both whisper, “You’ve earned this.”

Personal Stories of Poor Financial Decisions

When Investing Success Became Hubris

After a year of strong returns in my retirement portfolio, I got bold, moving money into speculative plays because I was on a roll. The market humbled me quickly. Losses stung, but the real pain was realizing I had stopped respecting risk. My poor financial decision wasn’t losing money; it was believing I couldn’t.

Breaking the Cycle: Avoiding Poor Financial Decisions When Times Are Good

Good times aren’t the problem; they’re the opportunity. The trick is using those ups to build resilience, not erode it.

1. Automate Saving and Investing

When income rises, route a portion into savings or investments automatically. The less you see, the less you’ll spend on impulse.

2. Resist Permanent Lifestyle Inflation

Celebrate wins with temporary experiences, not long-term obligations. A vacation ends; a bigger mortgage doesn’t.

3. Stay Humble with Investments

Strong markets make everyone look smart. Stick to your long-term plan. If you wouldn’t buy it during a downturn, don’t buy it now.

4. Keep a “Hungry” Mindset

Even when things are going well, stay alert. Check your financial fundamentals emergency fund, debt levels, spending ratios. Complacency is the soil where poor decisions grow.

In the Winter of 2023, I got a nice promotion with a sizable pay increase. Past me might have splurged. But this time, I asked Bianca, “What happens if I lose my job next quarter?” So we decided to split the additional money, half to savings, half to enjoyment. That balance gave me peace, not pressure. And that’s what good financial health really feels like.

Final Thought: Guarding Against Poor Financial Decisions

We tend to make the best financial decisions when we need to and the worst when we don’t. The real challenge isn’t surviving hard times; it’s staying disciplined in easy ones.

If you’re in a good season right now, enjoy it, but keep your guard up. Because the true mark of financial maturity isn’t how much you can spend when times are good.
It’s how few poor financial decisions you make when everything feels effortless.