Strategic’s Life by Design Blog | Retirement Planning, Insights & Inspiration

Why We Sabotage Our Own Financial Plans

Written by Justin Hearty, CFP® | Sep 10, 2025 7:00:00 PM

We all know the basics: save consistently, invest wisely, avoid debt, and plan for the future. Yet even the smartest among us make emotional decisions that derail our financial plans. Why? Because money isn’t just math—it’s emotion, identity, and behavior.

Here are five behavioral finance insights that explain why we sometimes sabotage our own plans—and what you can do to stay on track.

1. Loss Aversion: We Fear Loss More Than We Value Gain

We feel the pain of loss about twice as strongly as the pleasure of an equivalent gain. In investing, this can lead to:

  • Panic selling during market downturns
  • Avoiding necessary risk (staying too conservative)
  • Missing out on long-term growth

How to counter it: Remind yourself that volatility is normal and that avoiding all risk can mean falling short of your goals. A well-diversified plan helps you ride out the bumps.

2. Present Bias: We Prioritize Now Over Later 

Present bias makes us favor immediate rewards over future benefits. It’s why a vacation today feels more exciting than adding to your retirement account—even when you know better.

How to counter it:

  • Automate savings so decisions happen without willpower
  • Visualize your future self—what does a great retirement look like?
  • Tie short-term sacrifices to long-term rewards

3. Overconfidence: We Think We Know More Than We Do 

Overconfidence can lead us to believe we can:

  • Time the market
  • Pick winning stocks
  • Manage complex financial decisions without help

Reality check: Even seasoned investors struggle to beat the market consistently. Smart planning requires humility, data, and often a second set of eyes. A trusted advisor can help you avoid costly mistakes.

VIDEO: Learn About Behavioral Finance

 

 

4. Herd Mentality: We Follow the Crowd 

When uncertainty hits, it’s tempting to do what everyone else is doing—chasing hot investments or selling during downturns. But following the herd often means buying high and selling low.

How to counter it: Stick to a plan rooted in your goals and values, not headlines or social media chatter.

5. Identity and Money Scripts: Our Past Shapes Our Present 

Our upbringing and experiences create unconscious beliefs about money—called money scripts.
Examples:

  • Raised with scarcity? You might hoard cash.
  • Grew up with abundance? You might overspend.

How to counter it: Identify your money story. Awareness is the first step to rewriting unhelpful patterns.

The Bottom Line

Financial decisions aren’t just logical—they’re emotional and deeply personal. By understanding the biases that influence your behavior, you can make better choices and build a plan that actually works.

Whether you’re five years from retirement or just starting out, the key is to align your strategy with your values, goals, and emotional reality.

 

Disclaimer

The information provided in this article is intended solely for educational purposes. It is designed to offer insights into financial planning and family wealth strategies, aiming to enhance understanding of financial concepts and decision-making. This content should not be interpreted as personalized investment advice or a recommendation for any specific strategy, financial planning approach, or investment product. Financial decisions are deeply personal and should be made considering the individual’s specific circumstances, goals, and risk tolerance. We recommend consulting with a professional financial advisor for personalized advice