Every expensive trading mistake I’ve ever made started with the same word. I didn’t blow up a trade because my analysis was wrong. I blew it up because oEvery expensive trading mistake I’ve ever made started with the same word. I didn’t blow up a trade because my analysis was wrong. I blew it up because o

The Most Expensive Word In Trading Is “Maybe”

2026/06/29 14:21
3 min read
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Every expensive trading mistake I’ve ever made started with the same word.

I didn’t blow up a trade because my analysis was wrong.
I blew it up because of one word.

Maybe.
Maybe it’ll bounce.
Maybe I should move my stop.
Maybe this breakout is real.
Maybe I’m giving it too little room.
Maybe…

Looking back at my trading journal, I noticed something uncomfortable. Almost every expensive mistake started with that word. Not because the market fooled me. Because I negotiated with my own plan.

Before The Trade, Everything Is Clear

This is what always amazes me.
Before entering a trade, I’m incredibly rational.
I know my entry.
I know my stop.
I know exactly how much I’m willing to lose.
Everything feels obvious. Then I click Buy. Suddenly the same plan starts sounding negotiable.

The Conversation Every Trader Knows

The stop is almost hit.

“Maybe I’ll give it another 1%.”

The trade is in profit.

“Maybe it’ll run even higher.”

The setup is invalidated.

“Maybe the market is just hunting liquidity.”

The chart never changes. Only the story inside your head does.

The Problem Was Never The Market

For a long time I blamed volatility.
News. Market makers. Whales. Bad luck.
Then I reviewed my own trades. The biggest losses almost never started with a bad setup.
They started the moment I abandoned the rules I had written five minutes earlier.
The market didn’t force me to move my stop.
It didn’t force me to average down. It didn’t force me to stay longer. I did.

“Maybe” Is Just Emotion In Disguise

Sometimes it’s fear.
Sometimes it’s greed.
Sometimes it’s hope.
Sometimes it’s ego.

The word changes.
The emotion changes.
The result rarely does.

The Shift

Now I ask myself one question every time I feel the urge to change a trade.

“Would I make this exact same decision if I wasn’t already in the position?”

Most of the time…The answer is no. And that’s usually all I need to know.

Final Thoughts

The market is uncertain.
Your trading plan shouldn’t be.
There will always be another setup.
Another chart.
Another opportunity.
But every time you replace discipline with maybe, you’re no longer following your strategy.
You’re negotiating with your emotions. And in trading…That’s one of the most expensive conversations you’ll ever have.


The Most Expensive Word In Trading Is “Maybe” was originally published in Coinmonks on Medium, where people are continuing the conversation by highlighting and responding to this story.

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