How to Finish Strong When You Want to Quit Homeschooling
From Everyday Educator by Classical Conversations Inc.
March 31, 2026 · 50 min · Season 10 · Episode 87
About this episode
In this episode, Lisa Bailey and DeDe Adetutu discuss overcoming the challenges of homeschooling during winter and share practical strategies to finish the school year strong.
Does homeschooling have you ready to quit? You're not alone — and you're not failing. In this episode of the Everyday Educator podcast, host Lisa Bailey and 7-year Classical Conversations mom DeDe Adetutu get real about the winter doldrums, talk about why finishing strong actually matters, and share the practical strategies — and a little Yoruba wisdom — that have helped their families push through to the finish line. This one is equal parts encouragement and action plan. Lisa Bailey opens by naming what so many homeschool moms feel but rarely say out loud: February is hard. The holidays are over, the calendar looks long, and even families who genuinely love what they do can hit a wall. Her friend's confession — "I just want to quit" — wasn't a crisis. It was completely normal. DeDe Adetutu jumps in with a key insight: the winter doldrums aren't random. They're the predictable aftermath of over-investing in holiday intentionality and under-investing in what comes next. We create the problem by making Christmas extraordinary and leaving January with nothing to look forward to. But she also offers a counter-perspective — maybe that emptiness isn't a problem to fix. Maybe it's rest…
People in this episode
Host: Lisa Bailey
Guest: DeDe Adetutu
Topics covered
- homeschooling
- encouragement
- winter doldrums
- goal-setting
- family strategies
Keywords
- homeschooling
- winter doldrums
- encouragement
- goal-setting
- family strategies
Mentioned in this episode
Organizations: Classical Conversations
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