The Homeschool How To
I don't claim to know anything about homeschooling, so I set out on a journey to ask the people who do! Join me as I chat with homeschoolers to discuss; "why are people homeschooling," "what are all the ways people are using to homeschool today," and ultimately, "should I homeschool my kids?"
Episodes
219 episodes
#168: Homeschooling Through Grief: A Former Teacher's Raw and Honest Story
What happens when life completely falls apart — and you still have to show up for your kids? This week Cheryl sits down with Barbara, a former special education teacher turned homeschool mom of four, who opens up about one of the hardest questi...
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#167: When the School Said 'Behind' — One Mom Said 'Watch Me'
What happens when a single mom in the Foreign Service gets the double whammy — "your child might have dyslexia" AND profound hearing loss? She figures it out. Katharyn Havens joins Cheryl from outside Nairobi, Kenya, where she's running a multi...
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#166: How Homeschooling Her Only Child Turned Him Into a 9-Year-Old Author & Stock Trader
Most parents ask, “Can I homeschool if I still need to work?”Laresia and her family didn’t just ask that question—they built a life that answers it.In this episode, we talk about what happens when you choose homeschooling...
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#165: She Left Teaching, Bought Houses Without a Bank, and Homeschools 2 Kids
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, ...
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#164: Teachers Are Leaving the System—Here’s Why (Homeschool + Work Reality)
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 ...
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#163: The More Self-Sufficient You Are, the Less You Need School
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 Compa...
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#162 Dr. Peter Gray: What Schools Get Wrong About Learning
What if the biggest problem with education isn’t your child… but the school system itself?In this episode of the Homeschool How To Podcast, Cheryl sits down with Dr. Peter Gray, author of Free to Learn, to talk abo...
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#161: When School Failed Her Neurodivergent Kids, She Built a Worldschooling Life in Spain
What if the problem isn’t your child—but the environment they’re expected to learn in?In this episode, Cheryl talks with Corianda “Corey,” a homeschooling mom of six living in Spain, about raising neurodivergent kids and what happened wh...
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#160: Homeschooling 5 Kids While Running a Business (And Navigating Dyslexia)
In this episode of The Homeschool HowTo Podcast, Cheryl sits down with Stephany Rios — a homeschooling mom of five — to talk about building a business from home, navigating dyslexia, and learning to let go of school timelines.St...
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#159: The Death of Recess: What Parents Don’t Know About Schools (w/ Spencer Taylor)
What if the biggest education question isn’t “public vs. private”… but who is shaping your child’s worldview?This week on The Homeschool How To Podcast, I’m joined by documentary filmmaker Spencer Taylor, creator of ...
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#158: A “Good Education” Might Be a Lie… Here’s What Actually Matters
What happens when you stop measuring “success” by convenience—and start building your family life around your deepest values?In this episode of The Homeschool How To Podcast, Cheryl sits down with homeschool dad Todd Marchand...
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#157: Standardized Testing Starts at 4? A Former Teacher Explains What Parents Should Know
Cheryl sits down with Katie Vieira — a former 4th grade teacher turned homeschool mom — to talk about what surprised her most when she stepped outside the traditional school system. They unpack how early academic pressure has chan...
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Done Homeschooling, Looking Back: What Matters Most Over 25 Years of Home Education
What does homeschooling look like after the kids are grown — and what advice actually holds up over 25 years? This week, I bring back a favorite episode of mine to help remind me what's really important while taking this homeschooling jo...
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Why So Many Teachers Are Choosing to Homeschool
I’m re-releasing this episode because it’s still one of my all-time favorites—and honestly, one of the conversations that stayed with me long after we hit stop on the recording. In this episode, I’m joined by Kiri Jorgensen, ...
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#156: I Tried to Recreate School at Home… Everyone Cried (This Fixed It)
A former public school teacher never planned to homeschool — until COVID forced a hard reset. In this episode, Cheryl talks with Janae Daniels from the School to Homeschool Podcast about the moment everything changed: the “magical...
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#155: Why This School Psychologist Won’t Send Her Child to School (and Skips Curriculum Too)
You’ve heard it a thousand times: “But what about socialization?” “What if my kid falls behind?” “What if they only want screens?” In this episode, I’m joined by Courtney (former teacher + school psychologi...
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#154: What Is Anarcho-Capitalism—and Why It Led Us to Homeschool
What happens when you stop accepting the “official story” and start asking better questions—about education, parenting, freedom, and the systems we’ve all been told to trust?In this week’s episode of The Homeschool How To Podcast,...
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#153: Prom, Friends, and Real-World Skills: A Homeschooled Grad Tells the Truth
What happens when a homeschooled kid grows up, skips the “missing out” narrative, and builds a real community of motivated teens who want to create, lead, and launch?In this episode of The Homeschool How To Podcast, I’m joi...
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#152: You Know Your Child Better Than Any School Ever Could
You know your child better than any teacher, curriculum, or system ever could — but trusting that instinct can feel scary.In this episode of The Homeschool How To Podcast, I’m joined by Leanne, a former classroom teacher,...
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#151: Breaking Big Food: How Homeschooling Helps Families Take Back Kids’ Health with Film Producers, Patrick & Ashley
What if one of the biggest homeschooling wins isn’t curriculum… but protecting your kids from modern pressures and modern “food”?In this episode of The Homeschool How To Podcast, Cheryl sits down with Patrick & Ashle...
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#150: Indoctrination Wars: Taking Back Control of What Your Kids Actually Learn with Mises Institute Economist, Dr. Newman
Homeschooling isn’t just about math lessons and reading charts—it’s about who gets to shape how your kids see the world.In this episode, I’m joined by Dr. Jonathan Newman from the Mises Institute, a homeschooling dad, economist, and libe...
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#149: Homeschool OT Explains Reflex Integration, Picky Eaters & Kids Who Won’t Sit Still
What happens when vaccine mandates, school regulations, and a mama’s intuition collide? In this episode, I sit down with Tiffany, a homeschool mom of almost-seven-year-old twin boys in West Virginia and an occupational therapist who now serves ...
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#148 Homeschooling Special Needs Kids: Sensory Struggles, School Refusal & Finding Freedom
In this episode, I’m joined by Jem from Australia, a homeschooling mom of four navigating autism, ADHD, sensory needs, school refusal, and neurodivergent learning—and doing it all with honesty, humor, and so much heart.Jem ...
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#147: She Took Her Son Out of School for Two Years… Here’s What Actually Happened
In this powerful episode, Cheryl sits down with Anya, a seasoned mom who made the courageous choice to pull her son out of school during a season of deep grief — and discovered that unschooling was the unexpected key to his healing, growth, and...
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#146: We Pulled Our Kid From School After 2 Weeks - Here's Why We'll Never Go Back
Discover how one family's challenging school experience became a powerful homeschooling journey. What starts as a two-week trial becomes a wake-up call that changes everything. This raw, honest conversation reveals why traditional school wasn't...
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