Four openers, one structure
Do not write one message and send it to 300 people. Write one message structure and fill in a specific, verified detail for each account. The structure repeats, the proof that you did the research does not.
Hi [Name], congratulations on the [Series A / seed round]. I'm a founder in research mode talking to [role] leaders about how [problem area] changes once headcount starts scaling fast. Would you have 15 minutes to share how you're thinking about it at [Company]?
Hi [Name], I noticed [Company] falls under the [regulation] requirements coming into effect [date]. I'm talking to a few [role] leaders about how teams are preparing operationally, not just from a legal standpoint. Would you have 15 minutes in the next couple of weeks? Happy to send the questions in advance.
Hi [Name], saw the [role] posting at [Company], it's usually a sign [problem area] is becoming a bigger priority. I'm building in this space and talking to people in similar roles about how they're approaching it before making any hire. Would 15 minutes be possible sometime this week or next?
Hi [Name], I saw your post about [specific topic] and it matched what I've been hearing from a few other [role] leaders lately. I'm a founder researching this problem area closely and would value 15 minutes to hear how you're approaching it at [Company]. Happy to share what I'm hearing from others in return.
The break-up message
Break-up messages convert at a meaningfully higher rate than any single touch before them, because they carry no pressure and are easy to answer. Send this on day 16 if the first three touches got no response.
Hi [Name], I'll leave this here for now rather than following up again. If [problem area] becomes more pressing at [Company] down the line, I'd still welcome the conversation, feel free to reach out any time.