The Endowment Effect Is Robbing You Blind

The Endowment Effect Is Robbing You Blind

Ever wonder why you stubbornly hold onto a bad investment, refuse to sell an unused item at a fair price, or keep paying for a subscription you no longer use? Your brain is tricking you.

In Thinking, Fast and Slow, Nobel laureate Daniel Kahneman introduces the endowment effect, the irrational tendency to overvalue what we own simply because we own it. This psychological bias doesn’t just affect what we keep—it actively robs us of opportunity cost.

Every time you refuse to sell a failing stock, keep an underperforming asset, or hold onto something you wouldn’t buy today at its current price, you aren’t just making a bad decision—you’re losing money by giving up better opportunities.

The Endowment Effect: Why We Overvalue What’s Ours

Kahneman, along with Richard Thaler and Jack Knetsch, demonstrated this bias in a famous experiment:

  • Participants were given coffee mugs.
  • When asked to sell them, they demanded much more money than those who were asked to buy them were willing to pay.

In other words, as soon as something became "theirs," its perceived value skyrocketed—even when it had no objective change in worth.

This same illusion of value wreaks havoc on financial decisions.

How This Bias Is Costing You Real Money

The endowment effect keeps you stuck, making you blind to better financial choices. Here’s how:

1. Holding Onto Losing Investments

You bought a stock at $100. Today, it’s worth $60. Selling means admitting a loss—so you hold on, waiting for a rebound.

Reality check: The market doesn’t care what you paid. The only question that matters is: Would you buy this stock today at $60? If not, sell and reinvest where your money can actually grow.

? Missed opportunity: That $60 could be in a better-performing stock, index fund, or another investment. By holding, you're choosing to lose.

2. Refusing to Sell What You Wouldn’t Buy

  • Would you pay full price for that designer jacket you never wear?
  • Would you buy your used car at its current market value if you didn’t already own it?
  • Would you purchase your investment property again at today’s price?

If the answer is no, then you’re sitting on dead weight.

? Missed opportunity: Every dollar stuck in useless assets is a dollar that could be earning returns elsewhere.

3. Keeping Bad Subscriptions and Services

You’ve had the same premium credit card for years, even though you barely use the perks. You’re still paying for a gym you never visit. Why? Because canceling feels like giving something up, even though keeping it means wasting money.

? Missed opportunity: That monthly fee could be invested, saved, or put toward something of actual value.

4. Staying in a Stagnant Financial Situation

  • Sticking with an unfulfilling job because you’ve already “invested” years in it.
  • Holding onto a business idea that clearly isn’t working.
  • Refusing to cut financial losses on a bad venture.

Your past investment is gone. The only question that matters is: What’s the best choice going forward?

? Missed opportunity: The sooner you pivot, the sooner you can start winning instead of waiting.

How to Break Free and Stop Losing Money

Recognizing the endowment effect is the first step. Now, here’s how to fight it:

1. Use the "Would I Buy It Again?" Test

Ask yourself: If I didn’t own this, would I buy it today at this price?

  • If yes, keep it.
  • If no, sell, cancel, or move on.

2. Shift Your Focus to Future Gains

Stop worrying about past costs—they’re gone. Instead, focus on: Where will my money work hardest for me NOW?

3. Reframe Selling as a Win, Not a Loss

  • Selling a bad stock isn’t “locking in a loss”—it’s freeing up cash for better opportunities.
  • Canceling an unused membership isn’t “giving up”—it’s stopping waste.
  • Moving on from a bad financial decision isn’t failure—it’s growth.

4. Track Your Opportunity Cost

Every time you hesitate to sell, think: What is this costing me in missed gains?

Would you rather: ? Own a bad investment that’s down 40%? ? Reinvest that money into something that grows?

Would you rather: ? Keep an unused asset because “it might be worth more later”? ? Sell it and use the money productively?

Final Thoughts: Stop Letting Your Past Control Your Future

The endowment effect is sneaky. It feels like you’re making rational choices, when in reality, you’re stuck in a trap of your own making.

If you want to build wealth, you must learn to detach from past investments and focus on future value.

?? Your money should be working for you—not sitting in things you wouldn’t even buy again.

So, ask yourself: What’s robbing me blind right now? And more importantly—what am I going to do about it?

Jacob D. Chase

Founder & CEO @ The INFIN | Driving 25%+ increase in business value in three months

4 天前

Its tough because in that book (and I've also experienced myself), they identify that just because you are aware of the bias, it doesn't really matter. We tend not to do much about it anyway. Sure, some safeguards here and there, but we still feel the emotional pain and resistance. This tends to keep the status quo in play. Stuck.

Michael Shen

Top Outsourcing Expert | I’ve built, scaled, and sold my businesses with an outsourced team | I now help businesses increase their profits and improve operations through outsourcing.

4 天前

The longer I retain an investment, the more challenging it is to release it.

Kym Huynh

Founder at Executive Assistant Institute, Founder at WeTeachMe, Executive Assistant and 2iC Yoda. Leadership. Entrepreneurship. .

4 天前

Love the 'Would I Buy It Again?' test—such a simple yet powerful way to evaluate financial decisions. Thanks for the insight!

Robert Hartline

Serial Entrepreneur, Breathwork Facilitator and EOS Implementer who helps Entrepreneurs make important decisions about life and business via The Decision Experience quarterly event.

4 天前

Interesting takeaway! Have you found any strategies to counter the Endowment Effect in your investment decisions? Would love to hear how others manage this bias in real-world scenarios.

Maeve Wang

IAMBIC ? unlikely fashion founder ? AI-tailored, precision-fit shoes ? Techstars '24

4 天前

This is such a powerful breakdown, David—It makes sense that the endowment effect can really drain wealth in ways most people don’t even realize. In your experience, what’s the hardest asset or investment for people to let go of, even when the logic says they should?

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