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ChatGPT Prompt for Friendly LinkedIn DM

This prompt lets ChatGPT act like a social seller to craft friendly LinkedIn DMs that follow up after commenting on a post.

When to use this prompt

After commenting on a prospect’s LinkedIn post.

When wanting to continue the conversation privately.

When sharing insights or discussing challenges casually.

When building professional rapport without pitching.

The prompt

Write a friendly LinkedIn DM after commenting on someone’s post about low demo attendance.

Requirements:

  • Maintain a conversational, approachable tone

  • Reference the original post or comment

  • Open a discussion or share insight, without pitching

  • Encourage engagement or reply

Real-life example of how to use this prompt

To start, let’s assume I’m a social selling lead at HubSpot. The prompt in the context of HubSpot would look like:

Write a friendly LinkedIn DM after commenting on someone’s post about low demo attendance. Requirements: - Maintain a conversational, approachable tone - Reference the original post or comment - Open a discussion or share insight, without pitching - Encourage engagement or reply

As you can see, this example demonstrates how the prompt creates a natural, friendly DM that continues the conversation from a post comment, builds rapport, and invites engagement without sounding salesy.

ChatGPT Prompt for Friendly LinkedIn DM

Example output from ChatGPT for this prompt

And here's the output:


Hi [First Name],

I really enjoyed your post about low demo attendance—it’s such a common challenge. I’ve noticed that sometimes small tweaks to timing or messaging can make a surprisingly big difference.

I’d love to hear how you’ve been approaching it lately—have you tried anything that’s shifted attendance rates, or is it still a work in progress?

Always curious to swap ideas with someone tackling the same challenge!

Best,
[Your Name]


Or to be more specific:

ChatGPT Prompt for Friendly LinkedIn DM Output

Pro tips

0.

Mention something specific from the post to personalize the DM.

1.

Keep tone friendly, professional, and curious.

2.

Ask an open-ended question to encourage a response.

3.

Avoid any direct sales language; focus on conversation and insight-sharing.

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