How to Create an AI-Powered Course (From Idea to 500+ Customers)
I built a productivity course called Puddle Pod as a side project while running Startmate as CEO. Over four years it grew to 500+ customers, expanded into AI, marketing, and sales courses, and was eventually acquired by Founder Foundry. The whole thing started with 15 guinea pigs and a LinkedIn poll.
I didn't have a production team. I didn't have a fancy platform. I started with Notion and Slack, moved to Teachable, and ran intimate cohorts of 15-20 people. The content was me sharing what I'd learned about productivity after obsessing over it for years.
The barrier to creating a course has never been lower. AI can now help you structure your curriculum, generate supporting materials, build interactive exercises, and even create the platform itself. But the technology isn't what makes a course successful. What makes it successful is having something genuinely worth teaching, validating that people will pay for it, and building a community around the learning experience.
Here's exactly how I'd do it in 2026, using everything I learned from Puddle Pod and everything AI makes possible now.
Step 1: Validate Before You Build Anything
The biggest mistake people make with courses is spending three months building something that nobody wants to buy. Don't do that.
The LinkedIn poll method (free, takes 5 minutes)
When I wanted to expand Puddle Pod into an AI course, I ran a simple LinkedIn poll: "If I created a 3-week mini cohort to get you up to speed on AI tools - what price is too expensive so you wouldn't do it?" I got 125+ votes. The results were hilariously inconclusive on exact pricing, but the engagement told me everything I needed to know - there was genuine demand.
You can run the same test. Post a simple poll: "Would you pay for a course on [your topic]? What's the price point?" The number of votes tells you about demand. The comments tell you what people actually want to learn. The DMs tell you who your first customers are.
The guinea pig cohort (free or cheap, takes 2 weeks)
Before I charged a single dollar for Puddle Pod, I ran a cohort of 15 guinea pigs. Friends, colleagues, people from my network who I knew were interested in productivity. I gave it to them for free. The only thing I asked for in return was honest feedback.
This is the fastest way to validate. You learn what works, what doesn't, what people value most, what's confusing, and what you should cut. Your guinea pigs become your first customer stories and testimonials. They refer their friends. They become advocates.
The pre-signup method
Before building the full course, put up a simple landing page: "I'm building a course on [topic]. Sign up to be first to know when it launches." If you can't get 50 people to sign up, you don't have enough demand yet. Go back to the topic selection stage.
Pre-payments are even better. If people will pay before seeing the product, you've got real validation. Offer an early-bird discount for people who commit before the course is built. Their money is their vote of confidence.
Step 2: Choose Your Business Model
There are three business models for courses, and they work at very different price points and scales. Most successful course businesses use all three as a ladder.
One-on-one coaching (expensive - $500-5,000+)
This is the highest-touch, highest-price option. You work directly with one person. It doesn't scale, but it's where you start if you're building from zero. The advantage is that every session teaches you what your customers actually need, which makes your group course better.
Cohort-based (mid-range - $200-1,000)
This is the sweet spot for most course creators. You run a group of 10-30 people through a structured programme over a set period - typically 3-8 weeks. There are live sessions, group discussions, and community interaction.
Puddle Pod was cohort-based. 5 weeks, intimate groups of 15-20, weekly live sessions. The community element was as valuable as the content itself. People learned from each other, held each other accountable, and formed genuine connections.
The biggest blocker with cohorts is always the same: "What time are the sessions?" People want to join but the time doesn't work for them. You'll lose 30-40% of interested buyers to scheduling conflicts. Solutions: offer multiple time zones, record sessions for async viewing, or run frequent cohorts.
Self-paced (cheap - $50-200)
This is the scalable option. People buy and work through the material on their own schedule. No live sessions, no cohort dynamics.
Here's the honest truth about self-paced courses: most people don't finish them. Completion rates for self-paced online courses are notoriously low - often under 15%. People buy with good intentions and then never open it.
That's not necessarily a problem for your business - they still paid. But it means self-paced courses have lower perceived value and higher refund rates. Many people who start self-paced end up upgrading to a cohort because they need the structure and accountability.
The ladder model (what I recommend):
Offer all three. Self-paced is the entry point. People who want more structure upgrade to a cohort. People who want personal attention upgrade to one-on-one coaching. Each tier feeds the one above it. Your cheapest offering is lead generation for your most expensive one.
Step 3: Build the Course Content With AI
This is where 2026 is dramatically different from when I started Puddle Pod in 2020.
Curriculum design
Tell your AI tool: "I want to create a 5-week course on [topic]. Here's what I know about my audience: [describe them]. Here's what they struggle with most: [list pain points]. Design a week-by-week curriculum with specific learning outcomes for each week."
AI will generate a structured curriculum in minutes. Your job is to review it, add your personal frameworks and stories, and cut anything that feels generic. The structure comes from AI. The substance comes from you.
Supporting materials
Every course needs worksheets, templates, checklists, and exercises. AI can generate all of these. "Create a worksheet for Week 3 that helps students audit their current productivity system." You'll get something usable in 30 seconds that would have taken you two hours to design from scratch.
Video scripts and talking points
If you're doing video content (and you probably should - people expect it), AI can help you outline each video, create talking points, and suggest examples. Don't read a script word-for-word - you'll sound robotic. Use it as a framework and speak naturally around the key points.
The AI-powered course platform
Here's the 2026 approach that I'd take if I were starting fresh: build the platform yourself using Claude Code. Every existing course platform - Teachable, Thinkific, Kajabi - looks like it was designed in 2015. They're clunky, limited, and expensive.
With Claude Code, you can build a custom course experience that looks exactly how you want it, integrates with your existing tools, and includes AI-powered features like personalised feedback, adaptive quizzes, and intelligent recommendations. It sounds ambitious, but I built tools more complex than this in a weekend.
That said, if you want to start fast and don't want to build custom, here are the established platforms:
- Teachable - The one I used. Solid, simple, handles payments well
- Maven - Built specifically for cohort-based courses. Great community features
- Thinkific - Good for self-paced courses with more customisation options
- Kajabi - All-in-one but more expensive. Good if you want email marketing built in
- Skool - Combines courses with community. Growing fast in 2026
1:1 COACHING
Building a course or productising your knowledge?
I coach a handful of founders on strategy, operations, and personal OS. If you're turning your expertise into a product, I can help you find the right format, pricing, and launch strategy.
Start a conversation →Step 4: Content Format - Video vs Text vs Interactive
People always ask me what format works best. The answer depends on your audience and your strengths.
Video is what people expect. When someone pays for a course, they expect to see the instructor on camera. It creates a personal connection, builds trust, and feels more valuable than text alone. If you're comfortable on camera, lead with video.
Here's the thing though - I personally find text faster and more effective for learning. You can work through written material at your own pace, skip what you know, re-read what's complex. But I'm probably in the minority. Most course buyers prefer video.
The ideal mix: lead with video for the core teaching, support with text for reference materials, and include interactive exercises for application. Each format serves a different purpose:
- Video: teaching concepts, sharing stories, building connection
- Text: reference guides, step-by-step instructions, templates
- Interactive: quizzes, exercises, worksheets, reflection prompts
- Community: discussion forums, group calls, peer feedback
AI can now generate interactive content that was impossible before. Adaptive quizzes that adjust difficulty based on answers. Personalised feedback on submitted work. AI tutors that answer student questions 24/7. This is where AI-powered courses genuinely differentiate from traditional ones.
Production quality matters less than you think. Your first cohort doesn't need Hollywood-grade video. A Zoom recording with decent audio is enough. Seriously. If your content is genuinely valuable, nobody cares that you recorded it on your laptop webcam. They care that they learned something useful.
Step 5: The Content Freshness Problem (And How AI Solves It)
This is the thing that most course creators massively underestimate. Content gets outdated fast. Especially in fast-moving fields like AI, marketing, or technology.
I watched this happen with Puddle Pod. Tools I recommended in Cohort 6 didn't exist anymore by Cohort 12. Workflows I taught in 2022 were completely different by 2024. Keeping the content fresh was one of the most time-consuming parts of running the course.
AI changes this equation entirely.
Automated content updates. You can set up agents that monitor your course content, flag sections that reference outdated tools or statistics, and draft updated versions. Instead of manually reviewing every module every quarter, the AI does the first pass and you review its suggestions.
Dynamic content. Instead of static videos and PDFs, imagine course modules that pull in current data. "Here are the top AI tools as of this week" rather than "Here are the top AI tools as of when I recorded this video six months ago." AI makes dynamic, always-current course content possible.
Student-driven updates. When students ask questions that reveal gaps in your content, AI can flag patterns and suggest new modules or updates. "15 students this month asked about X, which isn't covered in the current curriculum. Here's a suggested module outline."
This is the biggest advantage of building your course platform with AI tools - you can integrate these intelligent feedback loops directly into the product, rather than relying on clunky third-party platforms that treat content as static files.
Step 6: Launch and Grow
Your first cohort: aim for 10-15 people
Don't try to fill a room of 100 on your first launch. You want a small, intimate group where you can get direct feedback and iterate fast. 10-15 people is perfect. You'll learn what works, what needs to change, and what your students value most.
Find them in your network first. LinkedIn posts, community channels, personal outreach. Your first cohort should be people who already know and trust you. They'll be more forgiving of rough edges and more generous with feedback.
Pricing: start lower, increase with evidence
Your first cohort can be free (in exchange for feedback and testimonials) or heavily discounted. Each subsequent cohort, raise the price. By the time you've run three or four cohorts, you'll have testimonials, refined content, and proven outcomes - which justifies a premium price.
The compounding flywheel
Courses have an incredible compounding dynamic when done well:
- Happy students leave testimonials
- Testimonials attract new students
- New students provide fresh feedback
- Fresh feedback improves the course
- Better course creates happier students
- Happy students refer their friends
This flywheel is what took Puddle Pod from 15 guinea pigs to 500+ customers over four years. No paid ads. No aggressive marketing. Just a good product that people talked about.
Expansion: topic adjacency
Once your core course is working, expand into adjacent topics. Puddle Pod started as productivity, then added AI, marketing, and sales courses. Each new course can be cross-sold to existing customers, and each new customer can be upsold to existing courses.
The Puddle Pod story ended with an acquisition by Founder Foundry. Four years of building, 500+ customers, a genuine community, and a business that had real value to an acquirer. All from a side project that started with 15 people and a LinkedIn poll.
Sources and Further Reading
You don't need a production team or a six-month build timeline. Start with one question: what do you know that other people want to learn? If you've been doing something for years - building startups, managing teams, mastering a skill - you have a course in you. Validate it with a LinkedIn poll this week. Find 10-15 guinea pigs who'll try it for free. Use AI to structure the curriculum and generate supporting materials. Run your first cohort in a month. Then iterate, improve, and grow from there. The barrier has never been lower. The only thing standing between you and a course business is the decision to start.
1:1 COACHING
Building a course or productising your knowledge?
I coach a handful of founders on strategy, operations, and personal OS. If you're turning your expertise into a product, I can help you find the right format, pricing, and launch strategy.
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