ChatGPT Prompt for Friendly LinkedIn DM

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.

Example output from ChatGPT

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

Mention something specific from the post to personalize the DM.

Keep tone friendly, professional, and curious.

Ask an open-ended question to encourage a response.

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