Midwinter Is for Planning Not Pushing
We’re nearing midwinter, and I want to say something that might sound surprising coming from a professional organizer. This season can be a wonderful time to plan your organizing, even if it’s not the best time to do a lot of it. If you’ve ever felt the quiet pull to slow down, reflect, and think instead of jumping straight into action, you’re not alone. There’s something about this time of year that invites a gentler pace, and that invitation is worth honoring.
The Moment to Pause and Reflect
Midwinter naturally asks us to look inward. Before the busy energy of spring arrives, there’s space to think about what truly matters. This is when questions start to surface: What are my priorities right now? What goals am I moving toward? What parts of my life feel supportive, and which ones feel heavy or out of alignment? Organizing isn’t only about moving items around. It’s also about noticing what’s working well and what no longer fits, and giving yourself permission to acknowledge both.
The Strategy Behind the Scenes
When we work with clients, much of the organizing process happens before a single bin is lifted. We plan. We strategize. We reflect. Sometimes that happens side by side with the client, and sometimes it happens quietly as we study their space, their photos, and their routines. We look for what’s missing, what needs to be added, and what might need to be released. That thoughtful preparation is what allows the hands-on work to feel smoother and more supportive later. Organizing done with intention tends to last longer and feel better.
Making Room for What Matters Most
This season is a beautiful time to consider what you’re ready to let go of, not out of pressure, but out of care for yourself. Letting go creates room—room for goals, for rest, for clarity, for the things that truly matter to you right now. Planning your organizing with both strategy and reflection allows you to move forward with confidence when the timing feels right, rather than forcing momentum before you’re ready.
As midwinter unfolds, remember that progress doesn’t always look like action. Sometimes it looks like thoughtful planning, quiet reflection, and kind curiosity about your own life. Every step you take to understand your space and your priorities is meaningful. Organizing isn’t a race; it’s a relationship with your home and yourself, built one gentle decision at a time.
Pinky Jackson is a Decluttering Specialist and Home Organizing Expert. If you need expert organizing help, don't hesitate to reach out. Pinky and her team would love to help you. Onsite Organizing services are available in the Louisville, KY area and Virtual Organizing services are offered for clients in other locations and for those who prefer to work online. Visit pinkyjackson.com to learn about our services and schedule a free assessment.
Photo: cottonbro studio @cottonbro
