Holiday-Time Check-Ins That Feel Human, Not Salesy
- Kara Moll
- 1 day ago
- 3 min read
The holiday season brings two things every real estate pro knows well: A distracted audience and distracted agents. Which is exactly why this time of year becomes a rare opening to reconnect and build your 2026 pipeline while everyone else is coasting.
Here is the real story...
Most agents either go quiet because they do not want to bother people or they send messages that feel like a last minute grab for business before the calendar flips.
Both approaches miss the moment.
The holiday check-ins that feel human make re-engagement easier than any other season. People are already reflective. They are thinking about their year, their families, their wins, their lessons, and what they want to create in the new year.
You don’t need to sell. You only need the right words.
Words that feel human.
Words that match the season.
Words that open the door instead of closing it.
Here are three simple ways to confidently reconnect before the holidays without sounding pushy, needy, or transactional.
3 Ways to Reconnect Without Sounding Salesy
1. Focus on Connection, Not Conversion
People feel stretched thin in December. They do not need a pitch. They need to feel seen, appreciated, and acknowledged.
Try this warm opener:
“I’ve been thinking about you and wanted to reach out before the year wraps up. How are things on your end?”
It feels personal, warm, and invites an easy response.
2. Lean Into the Season’s Natural Nostalgia
Holidays stir emotion, and emotion creates connection.
Send a simple, sincere message like:
“This time of year always makes me think about the people I’ve been grateful to work with. You’re one of them. How has your year been?”
It feels heartfelt without being overly heavy or sales-focused.
3. Invite Conversation Instead of Asking for Business
A direct ask in December can shut things down. Curiosity opens the door.
Try:
“How open would you be to a quick year-end check-in? No pressure. I simply want to make sure you’re set up well for 2026.”
This positions you as a helpful advisor, not someone chasing appointments.
Bonus: Give yourself permission to skip the business talk altogether
Some of the most meaningful December touchpoints have nothing to do with real estate. People remember how you made them feel more than what you sold.
Here’s a zero-pressure message that works beautifully:
“I hope the season has treated you well. No agenda here—just wishing you and your family a warm, peaceful holiday.”
Pure connection. Zero sales pressure.And often, the thing that brings people closer.
The Real Opportunity This December
People will not remember every word you say, but they will remember how you made them feel.
December may not be full of closings, yet it is one of the strongest months to:
✔ plant seeds
✔ deepen relationships
✔ re-engage old clients
✔ set the tone for a powerful start to the new year
Meaningful conversations today create opportunities tomorrow.
Free Gift: 50 Holiday-Season AI Prompts Every Real Estate Pro Needs
If finding the right words feels harder during the holiday swirl, here is something to make it easier. This free guide gives you:
• personalized outreach ideas
• re-engagement scripts• relationship-building prompts
• conversation starters
• seasonal follow-up lines that never sound salesy
AI doesn’t win business... Conversations do.
Let AI be your language co-pilot so you can focus on connecting, not overthinking.
Download your free copy here: 50 Holiday-Season AI Prompts Every Real Estate Pro Needs
About Kara
Kara Moll empowers busy executives to become confident, effective communicators—unlocking their full potential in both their personal and professional lives. An Executive Coach with Keller Williams MAPS Coaching, Kara is one of Phil M. Jones’ Certified Guides and an Exactly What to Say® Coach. She combines these powerful communication frameworks with expertise in Neuro-Linguistic Programming and Energy Leadership Coaching to help clients achieve transformative results.
With over 20 years of experience in real estate, coaching, and training, she brings a wealth of knowledge and insight to every interaction. To take your communication skills to the next level, inquire about working with Kara here: Contact Kara Moll
