December Planner Reset: Making My Personal Rings Work Even When I’m Struggling

December is the month that shows up every year like an over-caffeinated overachiever with the audacity to ask, “So… are you ready?”

No, babe. I am not.
But that’s exactly why I love doing a December planner reset—especially in my personal size ring planner, which is basically the ride-or-die that sticks with me through every season of chaos, reinvention, and “why am I like this?”

This month I need my planner to provide a bit of “soft structure” to help me juggle my personal life, creative goals, content planning, holiday prep, my emotional and mental health, and the 2000 tabs open in my brain all. the. time. IFYKYK.

So if you’re feeling overwhelmed, behind, scattered, or like December just needs to calm down… welcome, friend. Let’s reset together.

Why I Need a Reset (and Maybe You Do Too)

The holidays are beautiful, but they’re also a lot. And this year? My brain is running both too fast and too slow. Executive dysfunction is very much in the chat.

So my December setup needed to be:

  • simple enough to use on my most exhausted days,

  • structured enough to support my goals,

  • and pretty enough to spark joy (because yes, I am a maximalist and stationery does motivate me).

If you’re also struggling to get your head above water, no worries my friend. You’re human. Let’s build systems that help us.

My December Planner Setup (Inside the Personal Rings)

1. The Monthly Dashboard

My December dashboard is my grounding page.
I keep it simple:

  • one focus for the month,

  • one intention,

  • and a tiny list of “non-negotiable” tasks that I know I can actually complete.

No aspirational nonsense. Just what’s real.

📝 2. The Monthly Insert

Personal rings can get cramped, so I stuck with:

  • a clean monthly calendar,

  • space for appointments,

  • and a holiday timeline so Christmas doesn’t sneak up on me like it does every single year.

🎁 3. Holiday Planning

This includes a small:

  • gift list,

  • budget tracker,

  • events & hosting notes

🧠 4. ADHD-Friendly Systems

Because my brain refuses to cooperate in December, I kept things extremely functional:

  • Weekly overview to stop me from overcommitting.

  • A “When Your Brain is Tired” list of simple wins.

  • A Notes section because I will forget everything if I don’t write it down.

🎨 5. A Few Pretty Touches

I added some holiday touches because a little whimsy goes a long way in keeping me engaged.

My planner needs to feel like a space I want to come back to not just a continually growing list of tasks and obligations.

What I’m Letting Go Of This Month

  • The idea that I need to be perfectly organized.

  • The myth that December needs a fresh start when sometimes survival is enough.

  • Comparing my planner (or my life) to anyone else’s.

My system doesn’t have to look like yours. And your system doesn’t need to look like mine.
It just has to work.

What I’m Focusing On Instead

✨ small steps
✨ gentle routines
✨ soft structure
✨ daily joy
✨ space to breathe
✨ a soft landing place for my thoughts

If all I do this month is keep my personal rings open and write down what actually matters, that’s a win.

If You’re Struggling Too…

Come sit next to me (with your coffee or your tea).
Let’s make planning a refuge instead of a performance.

Your planner can hold space for chaos, creativity, grief, joy, overwhelm, and ambition — all at the same time.
That’s the beauty of it.

And if all you do today is flip open your planner and take one breath?
That counts.

Allow Me To (re)Introduce Myself



Remember that first sip of coffee when the world is still quiet and hopeful? That’s the feeling I want visitors to carry away from this space.

I launched my original blog, My Moments of Whimsy, in the early days of the blogging era. It was a way to reclaim my identity. Somewhere while marrying, divorcing, and trying my best to raise my kids, I lost myself. In the years since that very first post, this space has grown alongside me.

At 51, I’m evolving once again. Life is different. I only have one kiddo at home, I’m now a grandmother, and I’m attempting to establish a career as a creative. So this space is changing too.

My original blog was safe, simple, and serviceable. But after losing my mother (my ultimate style muse) in 2020, I keep hearing her voice in my head cheering me on, encouraging me to try new things, be bold, and take up space. She bloomed in her 50s, and I’m determined to do the same. Courting Whimsy honors her spirit with unapologetic color, curiosity, and courage.

I say all this to say, please excuse the proverbial dust as this space undergoes a little bit of a renovation.

Whether you’re a new subscriber or an OG follower, in the words of Hova….allow me to (re)introduce myself!

Hi, I’m Courtnee!

  • Proud GenX wife, mom of five, and grandma (aka Grae)

  • Romance author (pen name Courtnee Chase) writing spicy, heart-heavy love stories for readers 40+

  • Maximalist at heart: dedicated to florals, polka dots, and the mixing of aesthetics

  • Planner nerd, bourbon lover, recovering night owl, and believer that small joys save lives

What You’ll Find Here

Style Outfit formulas, thrift-haul remixes, confidence tips for dressing for yourself in midlife

Home & DIY Colorful and eclectic deco, flower arranging, “15-minute glow-ups” for real-life schedules

Life & Story Vlogs, planner deep-dives, candid life chats, and behind-the-scenes of indie-authorship

My goal is simple: living authentically—without waiting for permission, perfect timing, or the elusive “someday.” You’ll leave each post or video with one of three things: practical inspiration, permission to play, or a hug in digital form.

How to Join the Fun

  1. Subscribe on YouTube for weekly videos.

  2. Sign up for the Whimsy Report newsletter—think pep talks, favorites, and first-look content.

  3. Say hello on Instagram (@courtneerae_)

Let’s curate wardrobes, spaces, and stories that feel like a wink to our younger selves and a high-five to our future ones.

With joy and whimsy, xoxo—Courtnee


Core Values Statement: At courting Whimsy, we believe in science, no one is illegal on stolen land, LBGTQ+ people have a right to live, love, and exist, black history is American history, and women’s rights are human rights.


Work of Art

This past weekend, I had the pleasure of attending Art In Bloom After Dark, a stunning event where art and florals make magic. Art In Bloom at The Cincinnati Art Museum allows the city to experience artwork in a fresh, vibrant way.

The concept was as lovely as it was creative, local florists selected pieces of art as their inspiration and then crafted floral arrangements to reflect their chosen works. Walking through the gallery, you could feel the dialogue between the paintings and their artists and the blooms and their artists.

One of my favorite moments was standing in front of Two Sisters, a painting by Kehinde Wiley, also known for her amazing portrait of President Barak Obama. The riot of color and textures of the tulips, snapdragons, and proteas bring the drama of the piece to life.

I couldn’t resist dressing up for the occasion. This skirt is one of the things I chose from my mom’s closet to remember her after her death in January 2020. I couldn’t think of a more perfect occasion to wear it. My love of flowers, fashion, and big, bold prints were inherited from her. I paired it with bright fuchsia heels that I know she would have loved!

Art In Bloom reminded me how powerfully art in all its forms — painting, sculpture, floristry, fashion — wakes you up and feeds your soul. It is one of my favorite spring events in the city. I’m already looking forward to it next year!

With Joy and Whimsy-

xo

Courtnee

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