HomeEpisodes → I Bought When Everyone Said Buy. I Lost. Every Single Time.

Money 101 · Episode 18

I Bought When Everyone Said Buy.
I Lost. Every Single Time.

Look... I lost money three times following the crowd. Two thousand euros. Six thousand. Five thousand. Three different markets. Three different decades. Three completely different stories I told myself. And the fourth time, the one time I went contrarian, that single decision made me more than all three losses combined.

What you'll learn

  • Why herd mentality in investing is so powerful — and so consistently destructive
  • The three times Mike followed the crowd and lost
  • Why the story we tell ourselves about following the crowd always sounds rational
  • What contrarian investing actually means in practice
  • The one question that now filters every investment decision
Watch episode

Watch directly here or on YouTube

I Bought When Everyone Said Buy. I Lost Every Single Time. Here Is Why.

⚠️

Not financial advice. For educational purposes only. I am not a financial advisor. Always do your own research and consult a qualified advisor before making any investment decisions.

Look... I lost money three times following the crowd. Two thousand euros in one market. Six thousand in another. Five thousand in a third. Three different markets. Three different decades. Three completely different stories I told myself each time about why this was the right move. And each time the story turned out to be wrong.

Then the fourth time, I went against the consensus. I bought when almost everyone I knew thought I was wrong. That single decision made me more than all three losses combined.

"The story always sounds rational. That is the trap. The crowd never feels like a crowd when you are inside it."

Why herd mentality in investing is so destructive

Look... herd mentality in financial markets is one of the most well-documented phenomena in behavioural economics. When an asset is rising and everyone around you is buying, several things happen simultaneously. The asset price rises partly because of the buying pressure itself, which creates apparent validation for the decision. Social proof — seeing people you respect and trust making the same decision — activates a deep trust signal in the brain. And the fear of missing out overrides analytical caution.

The result is that people buy assets at or near their peak — exactly when the price already reflects the optimism of everyone who has already bought. There is limited upside remaining and significant downside if sentiment shifts.

Why the story always sounds rational

Look... this is the part that makes herd investing so dangerous. Each time I followed the crowd, I had reasons. Good-sounding reasons. The fundamentals supported the view. Smart people agreed with me. The trend had been going for long enough that it felt established. None of those stories were wrong because they were irrational. They were wrong because they were shared by almost everyone — which meant they were already priced in.

When a view is consensus, it is generally already reflected in the asset price. The time to buy is before the consensus forms, not after. And the time to be most cautious is when everyone agrees with you.

What contrarian investing actually means

Contrarian investing does not mean doing the opposite of whatever the crowd does. It means asking whether the consensus view is already reflected in the price, and whether there is a credible scenario that the market is underweighting. It requires more independent thinking and more comfort with being wrong in the short term. But the asymmetry — buying when few people want something versus buying when everyone wants it — is fundamentally different.

Frequently asked questions

What is herd mentality in investing?

Herd mentality in investing is the tendency to follow the buying or selling behaviour of the majority rather than making independent investment decisions. It is driven by social proof, fear of missing out and the desire to reduce uncertainty by following what others are doing. It consistently produces poor outcomes for individual investors because it leads to buying high and selling low.

What is contrarian investing?

Contrarian investing is the practice of going against prevailing market sentiment. Contrarians buy assets that are out of favour and sell or avoid assets that are widely popular, based on the thesis that consensus views are typically already priced into assets and that the greatest returns come from positions the market has not yet fully recognised.

Why do smart people follow the crowd in investing?

Because the crowd provides social proof that reduces uncertainty. Seeing respected, intelligent people make the same decision activates a trust signal that overrides independent analysis. The financial narrative around popular investments also tends to be coherent and compelling, making the decision feel rational even when it reflects consensus thinking that is already priced in.

Related episodes

Follow NobodyToldMike

Free Newsletter

Weekly finance insights straight to your inbox — free.

🎁 Free Tools

Portfolio Tracker, Retirement Calculator, FIRE Calculator, Loss Aversion Simulator — all free.

Get All Free →

More Episodes

Biggest Money Mistake
Money 101 · Episode 13I Calculated My Biggest Money Mistake. It Cost €100k.
Hedonic Treadmill
Money 101 · Episode 14The Hedonic Treadmill: Why You Can't Buy Happiness
Neighbours Earn More
Money 101 · Episode 15My Neighbours Earn More Than Me. I Have More Than Them.