Ever wonder why some homeschool families seem to have it all figured out while others are still drowning in chaos weeks into the school year? The secret isn’t perfect planning—it’s finding your groove. Join Lisa Bailey and seasoned homeschool veteran Jennifer Hester for a candid, rapid-fire conversation about what it really takes to get into the homeschool groove. Jennifer brings over a decade of classical education experience as both a parent and tutor, shepherding her own kids from foundations through Challenge levels while pursuing her doctorate. You’ll discover the real reason community day leaves everyone exhausted (hint: it’s not just you), Jennifer’s genius crock-pot lunch hack that will change your community day forever, and why the jump to Challenge levels is harder on parents than students. Jennifer shares her car ride conversation strategy that unlocks deeper connections with your kids and explains how letting go of elaborate lesson plans actually made her a better tutor. The conversation covers which grade transitions hit families the hardest and how to ease the adjustment, along with honest insights about everything from forgotten shoes to flashcard drawers. This isn’t your typical “homeschool perfectly” advice. Instead, Jennifer proves that finding your groove isn’t about perfection—it’s about creating sustainable rhythms that work for your unique family.
This episode of the Everyday Educator is sponsored by:
Judson College
At Judson College, North Carolina’s only four-year accredited confessional Christian institution, we equip passionate students with over 25 majors and exceptional faculty to pursue God’s calling in ministry, missions, or the workplace. Experience vibrant community through our unique House System while receiving comprehensive scholarships and special SBC church member discounts to make your divine calling affordable.
Ready to answer your calling? Apply to Judson College today and step into God’s plan for your life. https://judsoncollege.com/distinctives/
2026 Classical Conversations Family Cruise
Have you heard? The Classical Conversations 2026 CC Family Cruise will set sail on May 16, 2026. This exciting adventure is open to all CC families and alumni. It will include the National Memory Master Competition, National Commencement, and special CC family activities. Interest is booming with over 800 people interested in cruising with us and cabins are selling out fast!
Book your cabin now at http://www.classicalconversations.com/cruise-2026
Remember, to participate in the CC activities you need to book through the CC group.
Grab your sunscreen, your beach bag. and join us on board!