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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Facebook: The Homeschool How To Podcast

What happens when a former public school teacher decides she won’t send her own kids to school?

In this episode of the Homeschool How To Podcast, Cheryl sits down with Ashley Martinez—a former teacher turned homeschooling mom of two—who shares what she saw inside the classroom, why she chose a different path, and how her family makes homeschooling and working actually work.

This conversation goes beyond curriculum and schedules. Ashley opens up about:

• What teachers see inside schools that most parents don’t
• Why more educators are choosing to homeschool their own kids
• How to balance working from home while homeschooling
• The truth about socialization, co-ops, and hybrid homeschool models
• Why homeschooling gives families more freedom, flexibility, and connection
• Letting go of “balance” and embracing seasons of life

If you’ve ever thought:
“Can I homeschool if I still need to work?”
or
“I feel called to homeschool but don’t know how to make it work…”

This episode will give you clarity, encouragement, and a real-life look at what’s possible.

🎯 Ready to learn how families are actually doing this? 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!)

Find Ashley at:

https://linktr.ee/mrsashleymartinez

Support the show

Instagram: TheHomeschoolHowToPodcast
Facebook: The Homeschool How To Podcast

In this episode, we step outside the traditional conversation around education and take a deeper look at something bigger—how we’re raising our kids in today’s world.

Cheryl sits down with Doug Evans, founder of The Sprouting Company, to talk about self-sufficiency, food, environment, and why more families are questioning the systems we’ve always relied on—from school to the food we eat.

They explore:

• Why play-based learning may be more powerful than structured classrooms
• How environment (indoor vs outdoor living) impacts children’s development
• The connection between food, health, and independence
• Simple ways families can become more self-sufficient (even if you’re busy)
• What it looks like to raise kids outside the traditional system

While this conversation isn’t just about homeschooling, it touches on a core idea many parents are starting to realize:

We have more control over our children’s lives—and learning—than we’ve been led to believe.

If you’ve ever questioned the way things are “supposed” to be done, this episode will give you a lot to think about.

Episode Resources:

The Sprouting Company

Instagram- The Sprouting Company

https://www.youtube.com/@TheSproutingCompany

• Cheryl’s eBook- The Homeschool How To: Complete Starter Guide

Support the show

Instagram: TheHomeschoolHowToPodcast
Facebook: The Homeschool How To Podcast