AI Hack: Personalization at Scale

Looking to make your outreach feel truly personal without spending hours on each message?

Try this AI hack that’s working wonders for founders in our community:

:one: Create a “personalization database” spreadsheet with columns for:

  1. Prospect name
  2. Company
  3. Industry-specific pain points
  4. Recent company news
  5. LinkedIn activity topics

:two: Use this prompt template with ChatGPT or Claude:

Write a personalized outreach email to {Name} at {Company} in the {Industry} space.

They're likely dealing with {Industry Pain Points}.
I noticed they recently {Recent News/Activity}.

My solution helps companies like theirs by {Your Value Prop}.

Make the email sound conversational, not salesy. Max 150 words. Include a specific question related to their recent activity to encourage response.

:three: Quickly review and refine before sending.

Community members report 3X higher response rates with this approach versus generic templates!

What’s your favorite AI hack for personalization? Share below!

Okay, so I am going to give a slightly different take on this - from the client’s perspective, receiving these kinds of emails.

While using a prompt like that in a tool like ChatGPT can produce amazing results for the business, I caution business owners to think twice before taking this approach. I receive probably 15-20 of these kinds of SPAM emails EVERY DAY. I can tell they didn’t actually do anything to personalize the email, that they just scraped my LinkedIn profile and copy/pasted the same email template they have probably used thousands of times that day.

For me, it is an immediate “Block and Report Spam” when I receive these messages. I know they can be effective - just because of the law of large numbers. But it is also a really great way of ruining your email sending score and losing access to sending emails to people.

While at Thoughts Brewing, @DamienGriffin and I have doubled-down on AI, we are quadrupling-down on human skills, because we believe in the value of genuine human connection and communication.

So my counter to this “personalized email prompt” approach, would be use a prompt like that to help you data-mine your data to pull out those pieces. Then, write the email yourself. Add in a legimate personal touch. Ask them about their dog Sam you talked about in the last call you had. Give them a restaurant recommendation for their upcoming trip to Boulder, CO they mentioned in a recent email. Something that is actually personalized. :blush:

You’ve hit on a critical distinction, @DanielleGriffin. :wink: Simply automating “personalization” is a quick path to the spam folder, and frankly, it undermines real connection. I completely agree that a true human touch remains irreplaceable, especially as AI gets better at mimicking it.

Your approach at Thoughts Brewing – using AI to gather insights, then adding genuinely personal details – is, in my opinion, the only way to build lasting relationships in outreach. It’s about moving beyond just a response rate.

How do you think we can encourage more businesses to adopt this “human-first, AI-informed” philosophy, rather than chasing pure automation?

I’m not sure there is just one way that can help encourage businesses to adopt the “human-first, AI-informed” mindset. I think the people running the business have to create a culture in which they value people/relationships over vanity metrics and revenue.

When starting from a place of relationships and providing value first (centering the person over the sale), you will get further than trying to just fast push out thousands of generic “personalized” emails. A lot of Simon Sinek’s work focuses on this. Seth Godin’s work does a better job of showing the balance of human and AI.