The Homeschool How To Podcast
Interviews with Homeschoolers


Behind The Mic
Hi, I’m Cheryl—your fellow conspiracy-loving mama who firmly believes the government has no place in raising my kids.
Here’s the kicker: I had zero experience with homeschooling when I realized I wanted to keep my kids out of the school system. I thought homeschoolers were weird and spent their days sewing and whittling. Could I blend our world with homeschooling? Would my kids resent me for missing out on traditional experiences like the prom and football games?
I didn’t know, so I set out on a mission to learn from the experts.
I began my podcast interviewing homeschooling families so I could explore all the ways people are homeschooling, breaking free from the confines of cubicles and classrooms to embrace a life of freedom and curiosity. This journey has been life changing and led me to leave my 16-year government career to fully embrace the homeschooling lifestyle.. and I want to help you do the same!
Join me on this exciting journey as I interview seasoned homeschoolers, uncover creative approaches, and share what I’m learning along the way!
Latest Episodes
Ever wondered if you could pursue your career dreams while homeschooling your children? Natalie Watts proves it's not only possible—it's transformative. As ”The Thoughtful Realtor” and mother of seven homeschooled children ranging from 5 to 16 years old, Natalie shares her remarkable journey from traditional expectations to entrepreneurial success.
Despite growing up in public school herself, Natalie embraced homeschooling after marrying into a conservative family with homeschooling roots—her in-laws were pioneers in making homeschooling legal in Minnesota. What makes her story particularly compelling is how she integrates her thriving real estate career with her children's education, creating authentic learning opportunities every day.
Natalie's approach centers on ”delight-directed learning,” focusing on subjects that genuinely interest each child rather than forcing traditional schoolwork. Her children participate in various aspects of her business based on their natural inclinations—designing marketing materials, learning videography, practicing handwriting through client thank-you cards, and experiencing real-world math, communication, and problem-solving. This practical education has yielded impressive results: her children excel on standardized tests, have become exceptional readers, and are specifically requested as employees by local businesses who recognize their unique capabilities.
Beyond academics, Natalie emphasizes character development through what she calls ”grit training”—”doing what you don't want to do to be who you should be.” Her family's focus on work ethic, critical thinking, and relationship skills has prepared her children for success in ways traditional education often misses. Meanwhile, her community-focused business approach earned her ”Business of the Year” in her first year and recognition as a top 10 realtor in her state.
Want to learn more about integrating entrepreneurship with homeschooling? Connect with Natalie on Instagram @thethoughtfulrealtor where she mentors other parents building businesses while educating their children at home.
✨ This episode is brought to you by Excelsior Classes — live, online courses for homeschoolers taught by passionate, Christian instructors. Whether your student needs support in core subjects or wants to explore exciting electives, Excelsior offers rigorous academics in a nurturing environment. Learn more at excelsiorclasses.com!
The Tuttle Twins – Do you want to help your children learn about true history, personal freedom, responsibility, and individual rights? Then check out The Tuttle Twins books by clicking HERE!
Use code: Cheryl15 for 15% off the age 5-11 series!
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