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:
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 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:

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.
