Trade being busy with actually being productive
The Student Struggle Ends Here
Let’s cut to the chase: you didn’t start teaching online to become a full-time marketer.
But here you are, staring at an empty calendar, posting, waiting, and wondering, “Where are the students?”
Here’s the thing—finding students shouldn’t feel like an impossible puzzle. You just need the right system—one that actually works, that doesn’t require you to be glued to social media 24/7, and that you can use again and again to keep your schedule full.
It’s time to stop second-guessing every move and start building a teaching business that actually pays you what you’re worth—without the stress.
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TO JOIN THE TEACHER BOSS SOCIETY
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Before
You knew building an online teaching business would take effort—but why does it feel so impossible to get students?
Maybe you’ve tried running promotions, offering discounts, or even teaching a few free classes, hoping it would bring in more paid students. Instead, it just attracted people who disappear when it’s time to pay.
Maybe you’ve spent hours tweaking your website, researching hashtags, or messaging parents, but every effort seems to hit a dead end. No one’s booking. And with each passing week, the doubt creeps in—Is this really going to work?
You see other teachers filling their schedules, so you know it’s possible. But how? What are they doing differently? Because right now, it feels like you’re running in circles with nothing to show for it.
You’ve tried posting on social media, but your posts get lost in the sea of competition.
You’ve spent hours tweaking your offers, pricing, and marketing—without seeing results.
You’ve considered giving up because you’re tired of guessing and just want a clear plan that actually works.
After
Imagine waking up in the morning, opening your laptop, and seeing your teaching schedule filled with students who are excited to learn from you. No more worrying about where your next student is coming from. No more chasing leads, stressing over marketing, or feeling stuck in a cycle of uncertainty.
Now, instead of spending hours trying to figure out how to get students, you have a simple, repeatable system that works every time you need enrollments. You know exactly what to do, step by step, to keep your business thriving—without burnout.
You’re in control. You decide your hours, your rates, and the type of students you want to teach.
You have confidence. No more second-guessing whether you’re doing the right thing—you have a proven plan that gets results.
You’re making real income. You’re no longer just scraping by—you’re running a business that actually pays you what you’re worth.
The Simple Success System
I didn’t start as a business expert. I was just a teacher—just like you.
When I first started teaching online, I saw so many other teachers filling their schedules, and I kept thinking:
“What do they know that I don’t?”
I tried everything to figure it out. I followed every tip I could find, spent hours trying to market myself, and even considered lowering my prices just to get students. But nothing was working. I was stuck, frustrated, and starting to wonder if maybe I just wasn’t cut out for this.
But then I made a decision—I wasn’t going to quit.
I started studying what was actually working. I tested different strategies, refined my approach, and slowly, I cracked the code. Once I had a system in place, everything changed. Students started finding me. I was able to raise my prices and finally stop stressing about getting bookings.
And that’s when it hit me: If I could figure this out, so could other teachers.
That’s why I created Teacher Boss Society—to give you the exact roadmap that took me from struggling to fully booked. You don’t have to waste months (or years) trying to piece this together. I’ve already done the hard part. Now, I’m handing you the system, so you can start enrolling students—without the stress, frustration, or guesswork.
Introducing:
Teacher Boss Society
Introducing
Teacher Boss Society
You’ve tried everything to get students. You’ve put in the effort, followed all the advice, and yet… you’re still stuck wondering why it’s not working.
The problem isn’t you. The problem is that you don’t have a proven system—one that actually works every time you need new enrollments.
That’s exactly why I created Teacher Boss Society.
Teacher Boss Society is the step-by-step system that takes the guesswork out of growing your online teaching business. It’s designed to help you fill your schedule, attract students consistently, and finally feel in control of your business—without the stress.
This isn’t about hustling harder or relying on luck. It’s about following a repeatable process that works every single time. And the best part? You don’t have to figure it out alone.
Now, let’s break down exactly how Teacher Boss Society makes this happen.
SNEAK PEAK OF THE INSIDE
What do you actually get?
Monthly business boost
Challenges
Stay focused and make consistent progress with step-by-step challenges designed to help you grow your business without the overwhelm. Each month, you’ll work on one key area, so you can build momentum without feeling like you have to do everything at once.
Practical
Resources
No more starting from scratch! Get access to email scripts, trial lesson templates, pricing guides, and other resources to make your business setup fast and easy.
The student enrollment system
My step-by-step, repeatable process for finding and enrolling students whenever you need them. This is the exact system that has helped teachers go from struggling to fully booked.
Q+As,
community access + support
Connect with like-minded teachers who truly get it! Ask questions, share wins, and get the support you need from educators on the same journey as you.
CLICK HERE
TO JOIN THE TEACHER BOSS SOCIETY
Cancel anytime
Every monthly challenge consists of
PREP Work + 3 LIVE SESSIONS
Step-by-Step Implementation Guide
Implementation Resource Bundle
- The Strategy that grows your business without the stress
When you join Teacher Boss Society, you’re not just getting another course—you’re getting a complete system that walks you through exactly how to enroll students consistently, fill your schedule, and build a thriving online teaching business without the stress.
CHALLENGES
Courses
Students
Funnels
Branding
Social media
freebies
website
traffic
coaching
community
Each month in Teacher Boss Society, we tackle one key area of your business—one piece at a time. Whether it’s revamping your website, creating a high-converting freebie, or refining your email strategy, you’ll focus on one specific project designed to help you enroll more students and grow your business.
Over 12 months, we cover every essential aspect of your online teaching business. This ensures that nothing falls through the cracks, setting you up for long-term success—without the stress or guesswork.
What You’ll Get Done
with our help in 2025
enroll and grow
Challenge
Kickstart your business with new students! Learn how to transform your social media profile into a student-converting powerhouse.
visual branding tune up
Challenge
Revamp your brand, attract the right students, and elevate your business with a standout visual identity!
website revamp
Challenge
Build a sleek, high-converting website that highlights your expertise, attracts your ideal students, and opens the door to bigger opportunities!
High converting freebie
Challenge
Create a value-packed lead magnet that attracts your ideal students and effortlessly guides them toward your paid offers!
blog it, teacher!
Challenge
Transform your website into a powerful hub of expertise and connection with a blog that works for you!
Email sequence
Challenge
Turn your emails into a student-booking powerhouse! Build a high-converting email funnel that nurtures leads, builds trust, and turns subscribers into paying students.
picture perfect
Challenge
Capture stunning, professional brand photos using just your camera or phone—then enhance them effortlessly with AI!
Create a course
Challenge
Create a course your students will love—and buy! Design a profitable, engaging course that showcases your expertise, delivers real results, and sets the stage for long-term success.
weekly email
Challenge
Develop the habit of consistent, engaging emails that connect with your audience—even if your list is small!
Reel it in
Challenge
Dive into the world of Shorts & Reels and create eye-catching, professional videos that captivate your audience! Whether you’re a beginner or looking to level up, this challenge will take you from the basics to expert execution.
usp revamp
Challenge
Stand out, attract more students, and sell with confidence! Craft a clear, compelling USP that sets you apart, speaks to your ideal students, and makes enrolling a no-brainer.
2026 teacher
Challenges
Get Ready for 2026! New year, new challenges! Each month in 2026, we’ll tackle fresh, high-impact projects designed to keep your business growing, evolving, and enrolling more students. Stay tuned for even more exciting ways to level up!
HOW WE RUN THINGS
In our challenges we always
jillian shanahan said:
“You started this to teach, not to struggle with the business stuff.”
What They Say
risk reversal
What if it’s not for me?
we include a 7-Days no questions
asked money-back guarantee
you can also Cancel any time
Quick Recap..
What You Get
Monthly business boost
Challenges
Stay focused and make consistent progress with step-by-step challenges designed to help you grow your business without the overwhelm. Each month, you’ll work on one key area, so you can build momentum without feeling like you have to do everything at once.
Practical
Resources
No more starting from scratch! Get access to email scripts, trial lesson templates, pricing guides, and other resources to make your business setup fast and easy.
The student enrollment system
My step-by-step, repeatable process for finding and enrolling students whenever you need them. This is the exact system that has helped teachers go from struggling to fully booked.
Q+As,
community access + support
Connect with like-minded teachers who truly get it! Ask questions, share wins, and get the support you need from educators on the same journey as you.
Frequently Asked Questions
How is Teacher Boss Society different from other programs?
Teacher Boss Society isn’t just another generic business course—it’s a step-by-step system specifically designed for online teachers. You’ll get clear strategies that work, weekly coaching for personalized support, and a community of teachers on the same journey as you. No fluff, no guesswork—just real results.
How much time will I need to commit each week?
You can go at your own pace, but most members see results with just a few hours per week. The goal isn’t to overwhelm you with information—it’s to give you focused, actionable steps that actually move your business forward.
Will I get personal support?
Yes! You’ll have access to weekly coaching sessions where you can ask questions and get feedback, plus a supportive community of teachers who are on the same journey.
I’ve tried marketing myself before, and it didn’t work. How do I know this will work for me?
Most teachers struggle because they’re using random strategies instead of a proven system. Teacher Boss Society gives you a repeatable process that has worked for other teachers just like you. If you follow the steps and take action, you’ll see results—even if marketing has never worked for you before.
What if I don’t have any experience running a business?
That’s exactly why Teacher Boss Society exists! You don’t need to be a business expert to get students. This program is designed to take you from zero to fully booked—even if you have no idea where to start.
What if I’m not good at marketing?
Most teachers aren’t! That’s why Teacher Boss Society teaches you simple, effective marketing strategies designed specifically for teachers. No complicated tech, no sleazy sales tactics—just real, proven methods that actually work.