The psychology of the cold call
Cold calling objection

How to respond to “Can you leave a message with my assistant?”

Try this: “Happy to. What's the best way to make sure it gets to them, and when is a good time to try again?”

What it usually means

A gatekeeper protecting a calendar, or the person avoiding the call.

What to say

You
Happy to. What's the best way to make sure it gets to them, and when is a good time to try again?

Replace anything in brackets with your own words before you say it.

Why it works

Respecting the gatekeeper makes them an ally instead of a wall. Asking for a time makes your next call expected instead of another cold attempt.

Other ways prospects say it

  • “Talk to my assistant.”
  • “Send it to my EA.”
  • “My assistant handles my calendar.”

Same reflex, same response. Type any version into the Objection Lookup to check.

If they push back again

If the assistant gatekeeps, treat them as an ally: ask what their boss cares about this quarter and when is a good time to try again.

The pattern behind every objection

Acknowledge it with something short and human, ask one question about what sits behind it, then propose a small next step with two options, or exit cleanly. Handle each objection once, never argue it, and log every one so you can see where your message or your list is weak.

Questions

What does “Can you leave a message with my assistant?” usually mean?
A gatekeeper protecting a calendar, or the person avoiding the call.
How do I get past a gatekeeper on a cold call?
Don't try to get past them. Be clear, polite and specific, and ask how to make sure the message reaches the person. Assistants open doors for people they trust.

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