The Homeschool How To Podcast
Interviews with Homeschoolers
Real families. Real strategies. Real life. 200+ interviews with homeschooling families — everything you need to take a leap.
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I’ve finally compiled everything I’ve learned from interviewing homeschooling families into one easy guide for YOU! Click here to grab your copy!
Behind The Mic
Hi, I’m Cheryl—your fellow conspiracy-loving mama who firmly believes the government has no place in raising my kids.
Here’s the kicker: I had zero experience with homeschooling when I realized I wanted to keep my kids out of the school system. I thought homeschoolers were weird and spent their days sewing and whittling. Could I blend our world with homeschooling? Would my kids resent me for missing out on traditional experiences like the prom and football games?
I didn’t know, so I set out on a mission to learn from the experts.
I began my podcast interviewing homeschooling families so I could explore all the ways people are homeschooling, breaking free from the confines of cubicles and classrooms to embrace a life of freedom and curiosity. This journey has been life changing and led me to leave my 16-year government career to fully embrace the homeschooling lifestyle.. and I want to help you do the same!
Join me on this exciting journey as I interview seasoned homeschoolers, uncover creative approaches, and share what I’m learning along the way!
Latest Episodes
Are you constantly wondering…
”Am I doing enough?”
It's one of the biggest fears homeschool parents carry—and after nearly 30 years homeschooling seven children, Jennifer Pepito has a very different perspective.
In this episode, Jennifer shares why perfect homeschool days aren't the goal, why family connection matters more than checking every academic box, and how her oldest daughter—despite what she describes as an ”imperfect” homeschool experience—graduated summa cum laude, earned her law degree, and was preparing to take the bar exam.
We also discuss:
• Why many children don't need to read on the same timeline
• How read-alouds, audiobooks, and rich conversations build lifelong learners
• The surprising connection between movement, outdoor play, and learning
• Homeschooling multiple children with family-style learning
• Homeschooling a child with special needs
• Why trying to recreate public school at home often creates unnecessary pressure
• How to build a homeschool filled with curiosity, connection, and joy instead of comparison
If you've ever worried that your homeschool doesn't look ”good enough,” this conversation might completely change the way you think about learning.
Connect with Jennifer:
https://thepeacefulpress.com/
Instagram: @jenniferpepito
Facebook: @thepeacefulpress
Pinterest: @thepeacefulpress
Podcast: @restorationhome
Resources from Cheryl: 🎓
New to homeschooling? Grab the free 30-Day Quick Start Guide
📚 Knowing exactly what to teach is the hard part, so I broke it down for you in plain English! Grab this today — What Do I Actually Teach?
💻 Want to Homeschool but still have to work? Check out my course on how to do just that: How to Work and Homeschool course
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