The Most Important Message You’re Not Sending (Fix in Under 5 Minutes)

Chris Smith explains why the home anniversary message is one of the most powerful (and overlooked) ways to drive repeat and referral business, and how to use ChatGPT Agent Mode to automate it.
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Join Sharran Srivatsaa, Chris Smith, Selene Hanna and a huge Mystery Guest for a live breakdown of the AI and content strategies driving more closings right now. Completely virtual and 100% free. Click HERE to reserve your free spot today.

There is one message that:

  • Has zero competition
  • Feels deeply personal
  • Never feels salesy
  • Reopens conversations naturally
  • Drives repeat and referral business 

And almost no agents send it consistently. 

It’s the Home Anniversary Message.

This is relationship equity on autopilot.

And now, ChatGPT’s Agent Mode does almost all of it for you. You can set up a simple workflow that creates a custom message for each client and automatically adds their home anniversary to your calendar. Instead of scrambling to remember dates or writing from scratch each year, you have a ready-to-send message waiting for you.

Here’s how to get a custom message to send to every client on every home purchase anniversary automatically added to your calendar.

Step 1: Get Your Closed Buyers List

Download your buy-side transactions from your MLS. Export your list as a CSV or Excel file, including address, property details, close date, and price.

This gives you your full lifetime sales history and the richest data. Once your system is in place, Agent Mode handles the rest automatically.

You are not manually cross-referencing or writing anything.

Step 2 (aka The Last Step)

Copy and paste the following prompt with ChatGPT Agent Mode:

I will provide either a CSV export of my buy-side sales from my MLS or a link to my Zillow agent profile.

Parse this list of addresses and closing dates.

For each property, access my CRM at [INSERT YOUR CRM LOGIN URL]. If authentication is required, prompt me to log in securely. Do not ask for my username or password directly.

In the CRM:

  • Match each address to the correct client record
  • Verify the closing details
  • Pull the client’s full name, email, phone, and notes

Summarize the notes into a short memory-based recap.

Using the closing date, price, amenities, and summarized notes, draft a personalized home anniversary message for each client.

Then create a recurring Google Calendar event titled:

“Home Anniversary – [Client Name] ([Property Address])”

Schedule it for 9:00 AM on the anniversary date, repeating annually.

In the event description, include:

  • The summarized notes
  • Property details
  • Contact information
  • The drafted anniversary message

If Google Calendar authorization is required, prompt me to complete secure access.

When all events are prepared, present a full summary for my approval before saving them.

From here, Agent Mode will:

  • Match each property to the correct CRM contact
  • Pull names, email, phone
  • Extract your notes (renovations, pets, kids, motivations)
  • Summarize key memory details
  • Draft a personalized anniversary message

Here’s an example message using Agent Mode (for the Smiths’ first anniversary on January 15, 2026):

Hi John & Jane,

Happy 1-year anniversary at 123 Maple Street! I still remember how excited the kids were about the screened pool and spacious backyard, and I hope the kitchen renovation turned out just the way you envisioned. If you’ve welcomed a furry friend by now, I’m sure they’re loving the yard, too!

Congratulations on your home anniversary. I’m always here if you need anything.

-Chris

Notice what makes this powerful:

  • Specific property reference
  • Personal memory triggers
  • Warm tone
  • No hard sell
  • Natural positioning as their agent

It feels remembered, not automated.

Create Recurring Google Calendar Reminders

For every closing, Agent Mode:

  • Schedules reminder at 9:00 AM on the anniversary date
  • Sets it to repeat annually
  • Titles clearly (Home Anniversary – Smith (123 Maple St))
  • Includes:
    • CRM summary
    • Property details
    • Contact info
    • Pre-written message

Everything you need lives inside the calendar event.

Present Everything for Approval

You review once.

Approve.

Recurring reminders go live.

Why This Matters

On their home anniversary, clients relive:

  • The excitement
  • The stress
  • The move
  • The upgrades
  • The memories

If you show up referencing those details? You become unforgettable.

Export your list. Let Agent Mode build the system.

Because referrals and repeat business don’t come from market stats.

They come from remembering the moments that mattered.

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About the Author

Chris Smith is the bestselling author of The Conversion Code and the co-founder of Ella, Beacon, and KnwnLocal. You can follow him on Instagram and subscribe to his popular email newsletter, The Chris List, for practical marketing, sales, and AI advice.

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