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How the Endowment Effect Affects Investment Choices

Jun 20

3 min read

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The more you own something, the more valuable it feels. Even when it isn’t.

A client once said, “I know this stock hasn’t performed in years, but I’ve held it since my first bonus. It feels wrong to sell.”

The company had changed. The market had moved on. But his emotional grip on the stock stayed strong—not because of the stock’s value, but because of its place in his story.

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This is the endowment effect—a behavioral bias where we assign more value to things simply because we own them.

In investing, it’s subtle. Quiet. Dangerous.

Here’s how it shows up—and how to outgrow it.


What Is the Endowment Effect?

The endowment effect is our tendency to:

  • Overvalue something just because we own it

  • Demand more to give it up than we’d pay to acquire it

  • Justify poor performance with emotional reasoning

It’s why you might:

  • Refuse to sell a poorly performing stock because “I’ve held it for so long”

  • Cling to mutual funds that no longer align with your goals

  • Overrate your own investment decisions while dismissing better alternatives

The problem isn’t the investment. It’s the attachment.


Why It Happens

Ownership creates emotional investment. Once something is “mine”, our brain:

  • Feels loss more intensely

  • Rewrites the story around the asset

  • Confuses history with value

You’re not just holding a stock. You’re holding:

  • Your first salary memory

  • A conversation with a friend who recommended it

  • A belief that you made a good choice

That emotional layering distorts logic.


The Real Cost of Holding On

Let’s be clear: nostalgia doesn’t pay returns.

Holding on due to the endowment effect can lead to:

  • Underperformance (sticking to stagnant assets)

  • Missed opportunities (failing to switch to better alternatives)

  • Portfolio imbalance (holding based on sentiment, not strategy)

  • Delayed goals (because old bets take up space and cash)

What feels familiar can quietly sabotage what’s possible.


How to Spot It in Your Portfolio

Ask yourself:

  • Would I buy this stock or fund today at its current price?

  • If I didn’t own this, would I be seeking it out?

  • Is this investment serving a current goal or just a past feeling?

If your honest answer is no—but you’re still holding it—that’s the endowment effect.


How to Break Free Without Regret

1. Reframe the Sell Decision

Don’t think of it as “giving up” on an investment.

Think of it as “freeing up capital” for a better opportunity.

2. Use a Fresh-Eyes Test

Imagine your portfolio belongs to a friend. What advice would you give them?

You’ll notice how quickly you drop emotional arguments when it’s not your history involved.

3. Create a Quarterly “Let Go” Review

Every 3 months:

  • Review underperforming or stagnant holdings

  • Ask: “Is this helping my goal or blocking it?”

  • Give yourself permission to evolve, not just persist

4. Redirect the Story

You’re not betraying your past by moving on.

You’re honoring it by building the next chapter wisely.


What It Looks Like in Real Life

  • The person who won’t exit a ULIP they know isn’t optimal—“But I’ve paid for 5 years already.”

  • The investor still holding PSU stocks because of a good year in 2007

  • The NFO buyer who won’t switch even after years of lagging behind index funds

It’s everywhere. And it always begins with “But I’ve already…”

The better question is:

“What could this capital do for me now—if I let go?”

TL;DR — Too Long; Didn’t Read

  • The endowment effect makes you overvalue what you own—just because you own it

  • In investing, this leads to emotional decisions, portfolio drag, and missed opportunities

  • Ask: “Would I buy this today?”—not “How long have I held it?”

  • Use fresh eyes, regular reviews, and goal alignment to stay clear-headed

  • Moving on isn’t loss—it’s leadership over your financial story


Letting go of what no longer serves you is the first real step toward making space for growth.

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