Podcast episode
The Secret to Writing Better Cold Emails in Half the Time with AI | Sean O’Brien
30 Minutes to President's Club8 Jul 202537 min
Description
Steal Sean’s Secret to Using AI For Your Cold Emails Sean O’Brien breaks down how to leverage AI to rapidly research prospects and write personalized cold emails that cut your outreach time drastically, so you can send smarter, more effective messages that get real replies. 🎙 ACTIONABLE TAKEAWAYS: Use insights from sales calls and transcripts to train AI on key buying triggers and improve your outbound outreach. Focus your outreach within the same department, get explicit opt-in, and use “off the record” questions to uncover sensitive, valuable info about the buying process. Parrot your prospect’s exact words in email subject lines and messaging for higher engagement and authenticity. Don’t hesitate to have different team members send the same message to a prospect—sometimes a new voice gets the response you didn’t. SEAN’S PATH TO PRESIDENT’S CLUB: Enterprise AE @ Harvey Regional Sales Director @ Diligent Enterprise AE @ Mosaic.tech RESOURCES DISCUSSED Join our weekly newsletter Things you can steal Save $50 on any 30MPC course with code “PODCAST” Free Sales Templates, Scripts and Guides 30MPC Training: 30mpc.com/training
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able to bring to them when we had a re-engaged conversation. So I knew about who they're piloting, what hasn't worked, what the associates are actually talking about and what they don't and don't like. So that actually was one where I didn't break into the account. They just came back around naturally. “But that prospecting work made that conversation work a lot more efficiently.” The other one that I want to stress is like on-site has been huge and it's great outbound and outreach material. So if you know there are conferences.
In Prospecting
Yeah, I can I can share an example in the show notes But so one quick example is the structure that I always like to use is they this is like this is obviously a custom email So first touch is going to be something personal about them as well as in the subject line like just a “Custom subject line about what they're talking about. I I do try to keep it simple though” Like I do it don't like these things to be more than like three or four sentences each So it's really gonna be like individual like prospecting fact about them who Harvey is, you know, let's chat Second one is going to be another and I like to break these up so that over the sequence of four
Like to have one little nugget and it's more of a bump touch. It's like hey Here's this other thing that I learned about you. Did you catch this? The third one is normally a bit more firm specific something that I learned about the firm as well as another thing that Harvey can help out with and then the fourth one is going to be more of a “Social proof along the lines of we work with these three four or five of your competitors” Would you like to chat in that way? So for me, that's that's been my structure and then also we're tying that in with LinkedIn outreach comments Seeing what's going on with the firm as well but that's been my like general structure as far as like how I'm writing the emails and how I'm structuring the
And it's a tier one account like the level of customization through the sequence can make a big difference If we were to break down that first email a bit when you say to the individual Are you talking like you found something that they said? Hey, we want to implement AI into XYZ process You find a blog article Is that the thing that you're referencing in the subject line in the first line of the email? “That is like I like to use language that they have talked about or referenced particularly in the subject line” You know, one of my prospects was very LinkedIn heavy You know, he had a note in LinkedIn like the power of a smile throw that in the subject line You know that's gonna stick out to him. He wrote the other day