The Unexamined Life Is Worthless (Especially in Sales)

Because doing the same thing badly, over and over, is not experience — it’s stagnation.

Let’s take a quick walk down philosophy lane.

Socrates famously said, “The unexamined life is not worth living.”

He wasn’t in sales.
But if he were, he’d say: The unexamined pitch is not worth repeating.

After every win — or more importantly, every loss — you need to pause and ask: What happened? What worked? What didn’t?

Not to beat yourself up. Not to rewrite history. But to get better.

Sales is a performance sport. The top players review the tape.

Here’s what to do:

  • Postmortem the big ones. Why did you win that six-figure deal? Or lose it at legal? Write it down.

  • Look for patterns. Are you consistently losing with one persona? Fumbling the pricing slide? Missing a key stakeholder?

  • Adjust intentionally. Tweak. Iterate. Improve. The best sellers aren’t perfect — they’re evolving.

Growth doesn’t come from experience.
It comes from reflection.

So if your close rate’s flat but your calendar’s full?
You don’t need more calls.

You need more insight.

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