What happens when your homeschool plan goes on the road—literally? Today, I’m joined by second-generation homeschooler and seasoned moving pro, Adrienne Denison, to talk about schooling through cross-country moves, starting over in a new place, and making sure your curriculum doesn’t get lost between boxes of Legos and winter coats.
Adrienne unpacks (pun absolutely intended) the lessons she’s learned navigating three major moves in just six months, transitioning her four kids through pivotal school years—and why she’s so passionate about not letting perfect get in the way of done. As a CC (Classical Conversations) family and longtime Autopilot user, Adrienne shares her best tactical tips for planning, packing, downsizing, and keeping your school system humming even when life’s upside down.
If you’ve ever wondered how to homeschool when your schedule and address are both a moving target, this episode is full of honest encouragement, practical hacks, and permission to let some things go so you can say yes to connection, community, and new beginnings (even if it means doing math on the trampoline).
Links and Resources From Today’s Show
- Put Your Homeschool Year on Autopilot
- Consistency Bootcamp
- Classical Conversations
- Magic Number Schooling
- Dark Clouds, Deep Mercy (book on lamenting)
- Homeschool Better Together Community
Dark Clouds, Deep Mercy: Discovering the Grace of Lament
What You’ll Learn About Homeschooling While Moving
- How Adrienne survived three “mini-moves” in one big cross-country adventure
- Her secret for never losing track of curriculum (even with boxes everywhere)
- What to toss, keep, or give away—and why purging was actually a blessing
- Why Adrienne doesn’t mind letting academics take a back seat after a big move
- How using Homeschool on Autopilot helped her keep everyone on track (and sane)
- Tips for banking “school days” early and freeing up time for finding new friends
- Why supporting your family’s emotional needs is just as critical as checking boxes—and yes, you have permission to lament
- Adrienne’s best hack for organizing books, prepping for high school, and making your next move smoother (even if it’s just down the street)
Moving Boxes, Moving Plans: How to Homeschool When Life Won’t Stay Still
Let’s just get this out there: If you ever want to find out what you’re actually using in your homeschool, just try moving all of it. Across the country. Three times. In six months. (No, really. This is not a test I’m encouraging, but… wow, is it illuminating.)
That’s exactly what today’s podcast guest, Adrienne Denison, endured—and she survived to tell the tale (with her sense of humor fully intact).
Adrienne is a second-generation homeschooler, a California native now savoring the humidity and hospitality of Mississippi, and a mom to four kids who were brave enough to complete high-stakes school years while their textbooks were probably splitting time between the back of a minivan and some “borrowed” shelf in a friend’s garage. If you think your school year’s been chaotic, let’s just say: Adrienne’s got stories.
Lessons in Letting Go
One of the first things Adrienne admits? Moving is an amazing way to finally retire that K-2 phonics program you swore you’d use for all your kids—but just… haven’t. There’s something about labeling box after box of math manipulatives that’ll have you tossing “someday” resources faster than a Southern storm blows through a July barbecue.
In truth, Adrienne found the purging process surprisingly freeing—especially with the help of friends. “I was on the receiving end of people passing down homeschool treasures to my family,” she told me. “Getting to be that person for the next mom in line? There’s just something about it that feels like a rite of passage.”
And honestly? Your stuff will likely serve another family better than it will ever do gathering dust in your attic (or, worse, making you feel guilty every time you trip over it).
Don’t Lose the Curriculum (or Your Mind)
Whether you’re moving or simply deep in the season where your free time is measured in laundry piles, Adrienne’s #1 tip is gold: Put your entire year’s school plan in one box. Label it. Guard it with your life. That’s your “Do Not Lose” box.
This is where using a planning system—like Put Your Homeschool Year on Autopilot—makes all the difference. Adrienne says it kept her sane, kept her kids on track, and kept the overwhelm at bay even when everything else was up in the air.
And here’s the thing: Once you’ve done the heavy lifting of planning your year one time, the next year, it’s easier. (Like, “one sheet of notebook paper and a Sharpie” easier.) I’ll high-five anyone who skips the Pinterest rabbit holes in favor of a four-hour, zero-fluff planning session.
When Real Life Says: Academics Can Wait
Adrienne’s story is also a reminder that sometimes, academics aren’t the most important thing that needs doing. After arriving in their new town, Adrienne prioritized social time over schoolbooks for her kids, allowing everyone to grieve, adjust, and find new friends before doubling down on fractions and essay-writing.
“Your schedule is a blank slate every time you move,” she points out. “You get a fresh start—so be intentional about what you put back in before things start filling up again.”
Still, routines matter. Adrienne warns that taking too long of a break from school means “the kids are really good at finding something else to do with their time.” (Are they ever.)
The Flexible Bits: Homeschooling Anywhere
What does homeschooling look like when you’re in a “just survive” season? Audiobooks in the car. Math on the trampoline. Spiral notebooks as your rolling command center. (“You can do almost all your homeschool on a trampoline—except writing,” Adrienne jokes.)
She also banks school days during too-hot-to-handle summer months, so when Mississippi’s glorious fall arrives, the family can be out making new friends and exploring their new world guilt-free.
Adrienne’s Top Tips for Homeschooling Through a Move
- Pack all your curriculum together. Make one box your “school year survival kit.”
- Purge ruthlessly—someone else will love those old resources as much as you did.
- Plan early, plan light. Focus on your minimum viable routine.
- Be honest about what your family needs this season. Sometimes that’s academics. Sometimes it’s extra grace.
- Don’t be afraid to let academics sit on the back burner while you make friends and settle in.
- Bank school days when motivation is high (usually when the weather is too hot or you’re fresh in a new place).
- Use labels and color-coding to find your books fast—especially when everything is in boxes.
- Grieve what was, celebrate what’s next. It’s okay to feel all the feelings, and it’s wise to give your kids space to do the same.
The Bottom Line
If you’re moving, starting over, or just knee-deep in a disruptive season: You’re not failing. You’re living life. The secret isn’t having a “perfect” plan, it’s having a system that gives you clarity for the next step—and permission to chase what your family needs most.
Adrienne’s parting wisdom? Don’t overcomplicate it. Do the next thing, and keep going. (And maybe schedule your moving date so you don’t have to count days in February.)
Ready for More?
- Listen to the episode for all of Adrienne’s stories and practical hacks.
- Check out Put Your Homeschool Year on Autopilot
- Watch our free Magic Number Schooling resource
- Join our FREE Homeschool Better Together Community
- Send this to a friend who’s moving, thinking about moving, or just needs a dose of “it’s not supposed to look perfect.”
Deep breaths, mama. The next box (and school day) will get unpacked—one step at a time.
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