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Listen First - Sell Later® · Jun 23, 2026

The Older I Get, the Less I Want to Win Arguments

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Bob Poole · Listen First - Sell Later®

There was a time when I thought winning an argument meant I had done something.

I had made my point.
I had found the flaw.
I had finally said the sentence I had been waiting to say.

Maybe I had even been right.

But the older I get, the less interested I am in being right if the price is losing the person across from me.

That is not something I understood when I was younger. Back then, being heard often meant being quicker, sharper, louder. I thought the person who made the best case won. I thought the point of disagreement was to prove something.

But not every conversation is a courtroom.

Not every disagreement needs a winner.

And not every person who argues with us is trying to defeat us. Sometimes they are trying, clumsily and awkwardly, to be heard.

Most arguments do not begin where they seem to begin. They may start over money, politics, a tone of voice, a family decision, who forgot what, who said what, who did not say enough.

But underneath the words, there is often something more tender.

I don’t feel respected.
I don’t feel seen.
I’m afraid I don’t matter.

Those sentences rarely come out first.

What comes out first is the accusation. The sarcasm. The old story dragged back into the room. The sentence that begins with “You always…” or “You never…”

And then the fight is off and running.

One person is defending.
One person is attacking.
Both are collecting evidence.
Neither is really listening.

I have done this. More than once. More than I care to admit.

I have listened just long enough to reload. I have waited for the other person to take a breath so I could step in with my better argument. I have thought I was being clear when I was really being cruel.

And yes, I have been right at times.

But being right did not always make things better.

There is a particular loneliness that comes after you win an argument and realize nobody feels closer because of it. The room may be quiet. The other person may have stopped pushing back. You may have gotten the last word.

But the last word is not the same as understanding.

I think this is one of the quiet lessons age offers, if we let it.

You begin to notice how many victories are not worth much. You begin to understand that the person across from you is not only carrying their opinion. They are carrying their childhood, their disappointments, their fears, their pride, and their need to matter.

And so are you.

That does not mean we excuse everything. It does not mean we become doormats. Listening is not surrender. Kindness is not weakness.

But there is a difference between standing your ground and trying to bury someone under it.

I wish I had learned that earlier.

I wish I had known that a softer sentence can sometimes open a door that a perfect argument would have slammed shut.

These days, I am trying to learn different sentences.

Tell me more.
I may be wrong.
What did you hear me say?
I don’t need to fix this.
I’m here.

Those are not flashy sentences. They will not win many debates. But they might save a marriage. They might soften a friendship. They might help a child feel safe enough to tell the truth.

I do not say them perfectly. Sometimes I remember them too late. Sometimes the old reflex still shows up first. The one that wants to defend, correct, explain, win.

But I am still learning.

I am learning that listening is not waiting politely for my turn. It is making room.

I am learning that people often soften when they no longer feel hunted.

I am learning that being heard is not the same as being agreed with.

The older I get, the less I want to win arguments.

Not because truth matters less.

But because people matter more than the small satisfaction of having the last word.

Sometimes the better thing is not to win.

Sometimes the better thing is to stay close enough to hear what is really being said.

A question for you:

What is one sentence that has helped you stay close to someone when it would have been easier to win the argument?

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Read the original on bobpoole111.substack.com

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