How One Agent Re-Engaged a Cold Seller and Won the Listing
Each week, we share a powerful, proven prompt that helps real estate agents use AI to list more homes, close more deals, and save time. All of our prompts can used within the free version of any AI, including ChatGPT, Gemini, Claude, Grok, and Perplexity.
This week’s prompt helped a Florida-based agent reconnect with a seller who ghosted them after an initial listing conversation. The follow-up email, written with AI, turned silence into a signed listing in less than 48 hours.
Let’s break it down 👇
💬 Prompt of the Week:
Re-Engage a Cold Seller
Use this when a seller lead has gone cold after initial contact or a listing appointment.
Prompt:
“Act as a top-performing listing agent. Write a warm and confident follow-up email to a seller who hasn’t replied after our first meeting. Gently remind them of the benefits of selling now, show that I’m here to help, and make it easy for them to re-engage.”
📥 Sample Output (from ChatGPT):
Hi [Seller Name],
I hope you’re doing well. I’ve been thinking about our recent conversation and the opportunity we discussed for your property.
Right now, homes like yours are getting strong attention from serious buyers, especially with inventory still tight in [local market]. If you're still considering your options, I’d love to reconnect and share a custom strategy to get you the best outcome.
Let me know if you'd like to hop on a quick call this week. No pressure, just here to help however I can.
Best,
[Your Name]
✅ Tweak this with your own voice or market data for maximum impact.
🧠 Pro Tip: Turn This Into a Friday Follow-Up Routine
Here’s how to use this prompt weekly to stay top-of-mind:
Open your CRM or lead tracker
Find seller leads labeled “maybe,” “waiting,” or “ghosted”
Drop their situation into this prompt
Send a customized follow-up using your best channel (email or text)
Repeat this every Friday with 3–5 leads.
Small habit → big pipeline.
If you know a team member, broker, or agent who wants to work smarter with AI, forward this or send them here: AgentInsider.beehiiv.com