🚀 How to Use AI to Find, Message & Convert Leads on LinkedIn

Whether you’re a freelancer, agency owner, or solopreneur,  LinkedIn is a goldmine for high-quality leads. But the process of finding, messaging, and converting those leads can eat up hours… unless you bring AI into the mix.

In this guide, I’ll walk you through a step-by-step system for using AI (like ChatGPT) to:

  • ✅ Identify high-quality leads

  • ✅ Write personalized outreach messages

  • ✅ Start meaningful conversations that convert

By the end, you’ll have plug-and-play prompts and DM scripts you can start using today.

🔍 Step 1: Use AI to Identify the Right Leads

You can find leads manually using LinkedIn search, Sales Navigator, or niche communities. But once you have a few profiles, AI can help you analyze them.

✅ Prompt for ChatGPT:

“Analyze this LinkedIn profile and summarize their pain points, potential goals, and how I (a [your role/service]) could help them.”
(Paste the profile headline, about section, recent posts)

💡 Example:

“Here’s a LinkedIn headline: ‘Helping Coaches Scale to $50K Months | Online Business Mentor’
I’m a content strategist for solopreneurs — what pain points might she have, and what service could I pitch?”

Use the AI’s insight to tailor your messaging — instead of sending the same cold DM to everyone.

💬 Step 2: Use AI to Craft Personalized Outreach Messages

Your first message needs to do 3 things:

  1. Show relevance

  2. Offer value

  3. Feel natural and not “salesy”

✅ Prompt for ChatGPT:

“Write a non-salesy LinkedIn DM to [target type] that compliments their profile and offers a free resource or tip related to [your service].”

💡 Example Output:

“Hey Sarah! Just came across your post on building a personal brand — love your insights. I help coaches like you batch content with AI in under 90 minutes. Happy to send a few free prompts your way if you’re open — no pressure at all!”

This tone works because it's casual, value-first, and low-pressure.

🔁 Step 3: Follow Up Like a Human (Not a Bot)

If they don’t respond right away, no worries. Wait 2–3 days and send a follow-up. Again, let AI help you keep it casual.

✅ Prompt for ChatGPT:

“Write a friendly follow-up message if someone didn’t respond to my LinkedIn DM offering free content prompts.”

💡 Example Output:

“Hey [Name], just circling back on my last message — totally understand if now’s not the right time. If you’re ever looking to simplify your content process, I’d love to help!”

🎯 Step 4: Convert with Value, Not Pressure

Once they respond, keep the convo going — don’t pitch right away. Let AI help you script the next moves.

✅ Prompt for ChatGPT:

“Write a response to this message: ‘Sure, I’d love to see the prompts!’ and include a soft CTA at the end.”

💡 Example Output:

“Awesome! Here are 5 AI prompts I use with other solopreneurs to batch their content. Let me know which one you try first 🙂
If it’s helpful, happy to hop on a quick call and walk you through how to turn this into a full content calendar.”

🧠 Bonus: Let AI Help You Track and Refine

Track who responds and which messages work best. You can even use ChatGPT to:

  • Analyze which DMs are converting

  • Write outreach messages in different tones (friendly, bold, curious, etc.)

  • Draft content to warm up your leads (like commenting on their posts with ChatGPT help)

💡 Final Tips

  • ✅ Personalize > Automate

  • ✅ Add real value before pitching

  • ✅ Use AI to save time, but keep it human

AI doesn’t replace real connection — it just helps you start better conversations, faster.

✨ Want My AI Outreach Toolkit?

DM me on LinkedIn and I’ll send over my personal bank of 20+ high-converting prompts & message templates — free for early readers of this post.

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