Jenn Dickerson
Homeschool Speaker | Planning Mentor
Equipping homeschool moms with simple systems that bring clarity, confidence, and calm to their days.
Have Jenn speak at your event!
Jenn Dickerson has been homeschooling her three children since 2014, and is a speaker, classically trained singer, and unapologetic planner nerd who helps overwhelmed homeschool moms create peaceful, sustainable routines.
Through her website, Homeschool-Planning.com, Jenn creates practical tools and gentle encouragement for families who want structure without burnout. She has spoken at Teach Them Diligently and CSTHEA Homeschool Expo, as well as multiple online homeschool summits.
With a Bacherlors in vocal performance and years of stage experience, Jenn brings warmth, clarity, and relatable humor to every workshop — equipping moms with both practical systems and renewed confidence.
Speaker Topics
Jenn offers a variety of practical workshops and is happy to tailor a session to meet the specific needs of your audience. Below are several presentation options. Additional topics and customized sessions are available upon request.
7 Hacks for Your Homeschool Schedule to Save Your Sanity
Are you losing your mind trying to do it all? You have so much you want to teach your children, but there’s never enough time! In this workshop, we’ll discuss seven ways to hack your daily homeschool schedule through methods like looping, blocking, and group learning. Stop pulling your hair out and discover some easy hacks to bring joy back to homeschooling.
Behind the Scenes of Homeschooling: The Work No One Talks About
Teaching your kids is only part of the job. There’s a whole world of invisible work that keeps a homeschool running. From tracking progress and planning your week to handling the paper piles and juggling all the details, this workshop is your honest, behind-the-scenes look at what it really takes, and how to stay on top of it all without losing your mind.
Crash Course in Homeschool Curriculum: Types, Styles, and Lingo
Feeling overwhelmed by curriculum choices? You’re not alone. In this crash course, we’ll break down the different styles of homeschooling, explain the common terms you’ll run into, and walk through the types of curriculum you’ll come across – complete with examples to explore. Take a quick, practical trip through the lingo and layout of the homeschool curriculum world so you can find what fits your family best.
Winning at Your Homeschool Day: Master Your Unique Homeschool Routine
Homeschooling doesn’t have to feel like a strict one-room schoolhouse. Every homeschool family is different, and that’s the beauty of it – you get to create a day that works for you! In this workshop, we’ll chat about practical tips and tricks to help you set up a daily homeschool routine that fits your family’s unique style. Let’s work together to create a routine you’ll actually enjoy – and one you can actually stick with!
Your Homeschool Records, Simplified: What to Keep and How
If record-keeping feels confusing or overwhelming, this workshop will help you breathe easier. We’ll cover the essential records you need to keep (even for high school!), how to track progress throughout the year, and what to do with it all when the year ends. Whether you’re in your first year or prepping for transcripts, you’ll leave with a clear plan for keeping records that is simple, doable, and stress-free.
The Heart Behind the Message
Jenn has been homeschooling her three children since 2014 and knows firsthand how quickly big dreams can feel overwhelming. What began as a love for organizing her own homeschool became a deeper mission: helping homeschool moms think clearly about their plans and build systems that actually serve their unique families.
With a Bachelor of Science in Vocal Performance and years of stage experience, Jenn brings warmth, clarity, and confidence to every session. She believes homeschool planning isn’t about perfection, it’s about flexibility and peace.
For more information or to request a recording, please reach out!
Email at: Jenn@Homeschool-Planning.com