December Marriage Challenge: 31 Days of Cozy Connection
The holidays are beautiful, but they can be a lot…
Between family gatherings, traditions, travel, expectations, budgeting, kids, and schedules, it’s easy for marriage to get pushed to the background without meaning to. That’s exactly why we created the Imperfectly Married December Marriage Challenge — a simple, intentional way to stay connected all month long.
This challenge gives you one meaningful touchpoint each day, built around the themes we’re exploring on the podcast this month:
Week 1: Holidays + Marriage
Week 2: Enneagram & Holidays
Week 3: Navigating In-Laws
Week 4: Enneagram & In-Laws
If “connection” feels hard this season, these small daily steps will ground you, center you, and bring joy back into your rhythms.
Each day of December includes one small action to help you stay close, communicate well, and enjoy each other through the holiday season.
🎄 Week 1: Holidays + Marriage
🎄 Week 2: Enneagram + Holidays
🎄 Week 3: Navigating In-Laws
🎄 Week 4: Enneagram + In-Laws
From helpful questions… to fun memories… to releasing expectations… to practicing boundaries… this challenge will help you grow together, not drift apart.
December Marriage Challenge: 31 Days of Cozy Connection
WEEK 1 — Holidays + Marriage
12/1 — What’s one holiday tradition you secretly love or hate? Share it.
12/2 — Tell your spouse one way they make the holidays better for you.
12/3 — Listen to this week’s podcast together + choose one idea to practice.
12/4 — Ask: “What’s one way I can help lighten your load this month?”
12/5 — Pray together for the peace and pace of your home.
12/6 — Share your favorite first-Christmas-together memory.
12/7 — Do a “stress check-in”: Grinch to Buddy the Elf — where are you?
WEEK 2 — Enneagram & Holidays
12/8 — Ask: “What’s one thing that fills your holiday tank?”
12/9 — Do a 10-minute Enneagram-inspired “holiday meaning meeting.”
12/10 — Listen to this week’s episode + share one “Oh wow… that’s totally me” moment.
12/11 — Choose one small holiday expectation to release this year.
12/12 — Share one thing you appreciate about how your spouse handles holiday chaos.
12/13 — Ask: “What part of this season feels most tender to you?”
12/14 — Do a “holiday joy audit”: name 2 things you’re genuinely excited for.
WEEK 3 — Navigating In-Laws
12/15 — Share a high, low, and funny holiday family story from years past.
12/16 — Ask: “What’s one thing that helps you feel supported around family gatherings?”
12/17 — Listen to the episode + write one boundary you’ll gently hold.
12/18 — Send your spouse a short encouragement before family events.
12/19 — Share one way you’ve seen each other grow this year (bonus: use humor).
12/20 — Plan a chill at-home date to decompress from family dynamics.
12/21 — Pray for both sides of the family heading into Christmas week.
WEEK 4 — Enneagram & In-Laws
12/22 — Ask: “What’s one thing you appreciate about how our families shaped who we are?”
12/23 — Identify one small rhythm you want to carry into next year.
12/24 — Listen to this week’s episode + do something festive together.
12/25 — Share one meaningful moment from Christmas Day.
12/26 — Plan a slow, cozy day with no agenda (bonus: matching pajamas).
12/27 — Reflect: “What’s one boundary that made this season healthier for us?”
12/28 — Daydream about a marriage getaway or overnight trip in early 2026.
WEEK 5 — Looking Ahead
12/29 — Ask: “How have you seen me grow this month?”
12/30 — Share your top 3 hopes for your marriage in the coming year.
12/31 — Listen to the episode + plan a New Year’s Eve date with intention.
TL;DR - December Marriage Challenge
This month is all about cozy connection in your marriage. Each day gives you a simple, meaningful touchpoint to help you stay close during a season that can easily get overwhelming.
Week 1: Focus on holiday rhythms and supporting each other.
Week 2: Explore how your Enneagram types shape how you handle the holidays.
Week 3: Navigate family, in-laws, boundaries, and emotional support.
Week 4: Blend Enneagram wisdom with real relationship practice during Christmas week.
Week 5: End the year with reflection, encouragement, and vision for the new year.
You don’t need perfection — just small moments of intentional love. Save the challenge, share it with your spouse, and enjoy drawing closer all December long.
Final Thoughts
You don’t need to do all 31 days perfectly.
You don’t need long conversations, a big budget, or holiday magic.
You just need small daily connection — on purpose.
We hope this December Challenge blesses your marriage with peace, laughter, emotional connection, and a sense of partnership as you step into a new year.