The Homeschool How To Podcast
Interviews with Homeschoolers
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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
Last week, we heard why teachers are leaving the system. This week, meet one who did — and what she built instead.
Jen Delle Fave spent 8 years as a public school English teacher in upstate New York before walking away to raise her kids, homeschool, and build a real estate portfolio — without ever going to a bank. Now living in Florida with her husband and two kids (11 and 13), Jen runs multiple businesses, travels constantly, and fits homeschooling right into the middle of all of it.
Cheryl and Jen get into the real stuff: the mom guilt, the chaotic seasons, the creative finance deals, and why letting your 13-year-old message sellers counts as school.
This one's for the homeschool moms who are also building something — and the ones wondering if they even can.
In this episode:
- How COVID pushed Jen from virtual school to full homeschool
- What homeschooling looks like in Florida vs. New York (spoiler: way less paperwork)
- How Jen buys real estate without bank loans — and what that actually means
- Unit studies, Teaching Textbooks, and letting learning stay fluid
- Why your kids calling restaurants and understanding credit matters more than memorizing formulas
- How to work, invest, and homeschool without burning out
”Hustle should be a season, not a lifestyle.”
Find Jen: Instagram: @jenDelleFave Website: CreativeFinancePlaybook.com
🎯 Ready to learn how families are actually working + homeschooling? Cheryl has interviewed 200+ homeschool families—and put a step by step process together for how to work and homeschool (even as a single parent!) Check it out below!
👉 How to Work & Homeschool (Even as a Single Parent!)
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