Last Thursday, we hosted our first Substack Masterclass of the year, and it was the most successful one we’ve done so far.
More than 1600 people signed up for the event, 500+ people joined us live, and we had a ton of questions coming in.
So, in today’s episode of the WBS podcast, I’ll answer 21 of the most common questions we received on the Substack Masterclass.
We’ll cover all sorts of questions, like:
What should you focus on if you’re new to Substack?
How often should you publish per week?
How do I decide what to put behind the paywall?
How long should an average Substack post be?
How does Substack compare to other platforms like LinkedIn?
Can you use Substack to sell your books and attract coaching clients?
Is it smart to have multiple publications, or should you have only one?
And much, much more…
Want to Grow on Substack in 2026? Here’s Your Shortcut. ⚙️
Over the past 18 months, we’ve worked with hundreds of creators on Substack, helping them grow their publications, become Bestsellers, and get paid for their work.
We turned everything we learned into a step-by-step system.
This system will save you months of trial and error - and will help you grow and monetize your Substack with confidence and clarity.
Here’s What’s Included In Substack System:
📝 Module 1: Substack Notes
Learn how to spark conversations and drive engagement. Notes are your major traffic driver on Substack - showing up consistently is the easiest way to drive visibility and attract new subscribers.
📰 Module 2: Build Your Publication
Attract and convert readers through a smart publishing system without burning out or having to write long-form content all the time. Learn how to leverage the unique opportunities Substack offers right now.
🤝 Module 3: Collaboration
Find and connect with the right creators to grow faster together. We gained 8,000+ subscribers through recommendations from other creators alone. Learn how to do the same.
💰 Module 4: Monetization
Turn free readers into paying subscribers. Learn exactly how to structure your paid tier, what content to put behind the paywall, and how to convert your audience into income.
But That’s Only the Tip of the Iceberg...
When you join Substack System, you’re getting much more than a course.
🎯 BONUS #1: Weekly Live Group Coaching Sessions ($1,497 Value)
Get direct feedback on your publication, stay consistent and motivated, and connect with like-minded writers who might become your collaboration partners. We host live calls every single week where you can ask us anything.
📖 BONUS #2: Substack Bestseller Case Study ($497 Value)
A step-by-step detailed breakdown of how we built a Bestselling publication with over 100 paid subscribers in our first 60 days on the platform. Follow the exact playbook.
🎤 BONUS #3: Substack Expert Interview Series ($497 Value)
Learn about growth, writing, monetization, and storytelling from 10+ top Substackers. We’ve interviewed the best creators on the platform so you can learn directly from their experience.
⚙️ BONUS #4: The Substack Operation System ($497 Value)
Your personalized Notion toolbox with plug-and-play frameworks and templates for every step of your Substack journey. This includes:
Templates for every type of post you could create
Collaboration outreach templates
Guest post and livestream scheduling systems
Content planning frameworks
And much, much more
👥 BONUS #5: 3 Months in Our Support & Accountability Community ($997 Value)
Get supported by your coaches and connect with like-minded creators. Ask questions, get feedback, share your wins, and stay accountable. We’re holding your hand and answering every single question you have.
🤖 BONUS #6: Substack AI Growth Companion — WriteStack ($180 Value)
We’ve partnered with WriteStack to give you access to an AI-powered tool that helps you discover top-performing Notes, generate Note ideas, and schedule your content days, weeks, or months in advance.
Diana joined us in October. By mid-January, she reached her first 100 paid subscribers and hit Bestseller status. Her publication, Healthy Seniors, now has over 8,000 subscribers. She said she wishes she had turned on paid subscriptions sooner, but was scared to get started.
Raquel celebrated her first paid subscriber on Substack. She’s a French writer using our templates to write for her French audience, proof that Substack System works in any language.
Dora bought Substack System last month. Her first ever Note got almost 1,000 likes within seven days. She now has over 300 subscribers and a clear positioning helping executives succeed in their new roles.
