The Homeschool How To

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 sys...

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 tal...

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...

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...

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...

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 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 he...

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, an...

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 f...

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 every...

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. conventiona...

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 C...

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, curri...

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...

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 confidence Creating transcripts and...

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 journey Why c...

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 isolated Overcoming the "socialization" question and finding community Creating flexible daily routines that work for o...

In this critical episode of The Homeschool How To Podcast, host Cheryl interviews Mariama, a homeschooling mother from New Jersey who's been tracking dangerous legislation threatening homeschool freedom. With homeschooling rates skyrocketing from less than 1% to 3.7% post-pandemic in New Jersey, lawmakers are pushing unprecedented restrictions that could spread nationwide. What You'll Le...

What happens when you throw out rigid timelines and arbitrary benchmarks, allowing children to learn at their own pace in ways that honor their unique personalities? Kristi's 11-year homeschooling journey with her three daughters reveals the transformative power of personalized education. When her introverted third-grader with learning difficulties asked to homeschool, Kristi—despite having n...

What happens when a seasoned teacher with 20 years in the classroom decides traditional education isn’t right for her own children? In this inspiring episode, Toni, mother of five shares her journey from dedicated educator to passionate homeschool advocate. Toni noticed troubling patterns in conventional schooling that she “couldn’t unsee,” realizing that schools often fail to prepare children for...

Join host Cheryl as she interviews Raven Kramer, a homeschool mom of four and successful online marketing entrepreneur, who shares her unschooling journey and family-first lifestyle. Living in a 1,000-square-foot house in Florida with no debt except their mortgage, Raven and her husband have built a life centered around their children's education and their family business. In This Episode, Yo...

Join host Cheryl as she explores the fascinating world of unschooling with Debbie, an Australian homeschooling mom who's raising three children (ages 4, 11, and 13) using radical unschooling principles. This eye-opening conversation reveals how questioning medical authority led to questioning educational systems, and why some families are choosing to let their children learn naturally through...

For video of this interview, click here! Join host Cheryl as she interviews Del Bigtree, founder of ICAN (Informed Consent Action Network) and host of The Highwire. From Hollywood producer to medical freedom advocate, Del shares his incredible journey and why he walked away from mainstream media. 🔥 What You'll Learn: The real story behind vaccine safety trials How homeschooling shaped Del&ap...

In this inspiring episode, join us for a candid conversation with Ambar, a California sheriff’s sergeant and homeschooling mother of four, as she shares her journey balancing a demanding law enforcement career with homeschooling her children. Discover how Ambar transformed from a full-time deputy focused on climbing the career ladder into a passionate homeschooler creating a thriving educational e...

What happens when a passionate public school teacher realizes the system she’s devoted her life to is built on control, coercion, and outdated standards? In this powerful episode of The Homeschool How To Podcast , former K–12 teacher Angela Harders shares her eye-opening journey from traditional education to homeschooling and ultimately unschooling her own children. After over a decade in the clas...