The Thanksgiving Question That Gets People Talking About Their Homes
What To Say Now About Thanksgiving
Thanksgiving has a way of telling the truth about a house.
When you put more people in the kitchen, more food on the counters, and more noise in every room, a home shows you exactly what it’s great at (and where it falls short). Some homes feel warm and ready… others feel tight, chaotic, or one relative away from a full meltdown.
This is one of the few moments all year when people see their home through a different lens– which makes Thanksgiving week one of the easiest times of the year to reconnect with your past clients and sphere. People already have opinions, stories, and mental notes on what they love and what they’d change about their home.
You simply have to ask about them.
Why Thanksgiving Creates the Perfect Opening
People don’t evaluate their home with the same clarity in July as they do on Thanksgiving week. The holiday forces them to use every inch of their space. They notice things they’ve ignored all year:
“Next year, we’ll need a guest room.”
“We should finally redo the kitchen.”
“This house is perfect for us.”
“We’re outgrowing this space.”
None of this feels heavy. These aren’t “moving conversations.” They’re holiday observations. And people love talking about them.
You get to join that conversation in a way that feels natural and welcome.
What to Say Now
“Hi {{c.first_name}},
With Thanksgiving coming up, I’ve been asking people how their home handles the holiday. Some places shine with extra guests and cooking, and some places… well, the relatives usually tell you first. 😂
What’s one thing your home handles really well this time of year? And what’s one thing you wish felt different as you head into the new year?
If you’re thinking about any changes or upgrades in 2026, I’m always glad to talk through ideas.”
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How This Message Builds Trust
Past clients remember how you helped them, but they also remember how you made them feel. That relationship doesn’t stay strong because of a drip campaign or a market update. It stays strong because you continue to show up for them long after the transaction is finished.
And that’s exactly why this week’s message works so well.
It tells your past clients, “I still care about your experience in your home. I still see you as a person, not a closing date.”
When you ask someone how their home handles the holiday, you’re doing something most agents never think to do. You’re stepping into the part of their life that actually means something to them. It reminds them that your relationship didn’t end at the closing table. You’re still the person they can talk to about the quirks, joys, and frustrations of the place they call home.
And when someone feels seen and supported, they show up for you too– with referrals, with repeat business, and with genuine appreciation.
Use Thanksgiving Week to Stay Connected
Thanksgiving gives you one of the easiest, most genuine touchpoints of the year. A short question today can turn into a long-term opportunity next year (or much sooner).
Keep your outreach simple, human, and natural. Your clients will feel the difference.
And if you want more ideas like this, join Dan Stewart, founder and CEO of Happy Grasshopper, live twice a week. He shares practical, steady guidance designed to help you stay connected and build a business through real conversations. Join here.
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