#165: She Left Teaching, Bought Houses Without a Bank, and Homeschools 2 Kids episode artwork

EPISODE · Apr 11, 2026 · 45 MIN

#165: She Left Teaching, Bought Houses Without a Bank, and Homeschools 2 Kids

from The Homeschool How To · host Cheryl - Host

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 homeschoolWhat homeschooling looks like in Florida vs. New York (spoiler: way less paperwork)How Jen buys real estate without bank loans — and what that actually meansUnit studies, Teaching Textbooks, and letting learning stay fluidWhy your kids calling restaurants and understanding credit matters more than memorizing formulasHow 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!)Support the showInstagram: TheHomeschoolHowToPodcast Facebook: The Homeschool How To Podcast

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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 ...

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#165: She Left Teaching, Bought Houses Without a Bank, and Homeschools 2 Kids

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