Claim OwnershipThe Homeschool How To
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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?"
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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 journey. In this episode of The Homeschool How To Podcast, I talk with Rosemary, a New Jersey mom of four who homeschooled all the way through high school and is now on the other side: kids launched, college decisions made, careers started, and the long vi...
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, a former public school teacher in rural Montana and mom of four. Kiri shares what she saw changing inside the school system—from Common Core and high-stakes testing to increasing bureaucracy—and why her family chose to homeschool their youngest child after experienc...
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” 2020 shutdown, the surprising nudge to homeschool, and the first day that completely fell apart… until a piano tuner accidentally delivered the best real-life science lesson her kids had ever experienced. Janae shares what deschooling actually looks like (and why i...
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 psychologist, now a private evaluator/advocate) to break down what unschooling actually is — and what it looks like in real life. We talk about the fear parents carry when they step outside the school system, and why so many families need to deschool themselves first. Courtney shares what she’s seen...
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, I’m joined by Tim (ANCAPTim)—a homeschooling dad, songwriter, and outspoken advocate of voluntary exchange, individual responsibility, and a truly free market. We talk about what anarcho-capitalism means in plain language, how his worldview shaped his decision to h...
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 joined by Malcolm—a homeschooled graduate who spent years in Classical Conversations (CC) and is now the founder of Teen Mastermind, a fast-growing entrepreneurship community for teens that’s already reaching beyond the U.S. We talk about what homeschooling was actually like ...
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, homeschool mom of two grown kids, and Unfold History co-creator, to talk honestly about what homeschooling really looks like over the long haul. We dive into: How to know when a curriculum isn’t working — and when to switchWhy learning should be engaging, exciting, and some...
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 & Ashley—homeschool-connected entrepreneurs and the team behind Jigsaw Health—to talk about: Patrick’s experience being homeschooled in 7th–9th grade (and why it mattered)The myth of “socialization” vs. what homeschool kids actually gainWhy food choices have become a parenting issue...
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 libertarian who breaks down why he and his wife chose to keep their kids out of government schools, how they approach reading and “adulting” skills at home, and why there’s really no such thing as a “neutral” education. We talk about: Teaching kids to read with T...
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 the homeschool community. Tiffany shares how COVID, vaccine requirements, and a strong Christian conviction opened the door to homeschooling—not just for her twin boys, but for her stepkids too. We talk about co-ops, jujitsu, piano lessons, state requir...
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 shares why her family left the traditional school system, how her kids went from daily meltdowns and sensory overwhelm to peaceful mornings and learning at their own pace, and why unschooling naturally became the approach that finally worked. We talk about: • What ho...
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 confidence. Anya shares how losing her son’s father, navigating the chaos of COVID schooling, and tuning into her child’s emotional needs led her to take full ownership of her family’s educational path. What followed included incredible personal growth...
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 working and how unschooling created the freedom their family desperately needed. In this episode, we explore: The wake-up call that changed everything about their education approachBreaking free from "compliance culture" and therapy pressureBuilding co...
Is your child struggling with ADHD, allergies, or chronic illness? Wondering why childhood health is declining despite modern medicine? In this episode, functional medicine doctor Dr. Dusty Hess explains the root causes behind rising rates of ADHD, autism, and infertility—and shares practical solutions every family can implement today. What You'll Learn: ✅ Functional medicine vs. conventional healthcare (firefighters vs. builders) ✅ How plastics, seed oils, and processed foods disrupt hormone...
What happens when you ditch the American Dream, move onto a boat with five kids, and homeschool while traveling the Caribbean? In this inspiring episode, former public school teacher Tanya shares her family's extraordinary journey of "boat schooling" for nearly a decade. From their catamaran "Take Two" in Florida's 10,000 Islands, Tanya opens up about: Why They Left Conventional Life Behind The "meat grinder" feeling of the traditional education systemMoving from Atlanta suburbia to life on t...
Nicole Goff was homeschooled by "hippie" parents, tried public school for two years (8th-9th grade), excelled academically but faced bullying, and chose to return home. Now she's homeschooled five kids for 20+ years and runs Four Corners Community School—a 32-family cooperative in Florida. What we cover: Florida's PEP scholarship: $8,000 per homeschool child for tutoring, curriculum, sports, music lessons, and moreWaldorf education philosophy: waiting until age 7 to teach reading and prioriti...
Discover how former UK teacher Kate transformed 24 years of mainstream education experience into "The Hive Adventure" - a revolutionary barefoot unschool in the Dominican Republic. In this inspiring episode, Kate shares her journey from French grammar teacher to creating a human-centered learning environment where students grow their own food, tackle global sustainability challenges, and learn emotional regulation from the inside out. What You'll Learn: How to create child-led, project-based ...
Ready to see what homeschooling looks like from kindergarten through 12th grade? In this episode, Cheryl interviews CJ, a veteran homeschool mom who's been teaching her three kids at home for over 12 years and is now preparing for her first graduation! In this episode, you'll discover: How to transition from elementary to high school homeschooling with confidenceCreating transcripts and meeting college requirements without state mandatesThe truth about high school workload and time management...
Discover how one mom transformed her family's life by leaving traditional school behind for homeschooling on a 30-acre farm. In this inspiring episode, Brooke shares her journey from suburban Long Island to rural farm life, and why she chose to pull all five of her kids from conventional school. What You'll Learn: How COVID sparked a complete lifestyle change and homeschool journeyWhy common core curriculum pushed one family toward homeschoolingReal strategies for teaching reading, math, and ...
Join us for an inspiring conversation with Jessica Waldock, Florida homeschooling mom and founder of The Waldock Way, as she shares her 8-year journey homeschooling her only child. In this episode, we explore: How to successfully homeschool an only child without feeling isolatedOvercoming the "socialization" question and finding communityCreating flexible daily routines that work for one childInterest-led learning and unit studies approachNavigating teenage years while maintaining strong fami...
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What an awesome topic! It makes me want to homeschool my daughter! And if I could go back 20 + years, I would do just that! I sincerely believe that the public school system needs a major overhaul & they should stick to teaching our children to read, understand math & to think objectively like this young mom is doing with her 3 children.Schools have NO BUSINESS teaching our children politics, sexual orientation & making them believe that TRUTH is something that can be manipulated or changed!!!