Overcoming Awkward Starts

24 August 2025

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Avoid awkward prospecting moments

We’ve all had awkward starts with prospects. The good news? They’re easy to avoid with preparation.

How to avoid awkward moments

1. Plan your opener: Know your first sentence before you start the conversation.
2. Be curious, not pushy: “What’s been keeping you busy these days?”
3. Laugh it off: If things get awkward, a light joke can reset the tone.

Story: My most awkward moment

I once called a prospect and accidentally used the wrong name.

I laughed and said, “Well, that’s one way to make an impression!”

We both laughed, and it broke the tension.

Humour

Awkward moments in prospecting? I’ve had so many, they’ve started a fan club.

My first call with a prospect: “Hi, this is—uh—wait, what’s your name again?”

Why do I embrace awkward moments? Because they make great stories later.

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