Revamping new user onboarding to boost seller activation
New creators now watch their school take shape as they set it up, so Teachable feels like theirs from the first few clicks.
Live preview
+22%trial-to-paid conversion
+10%products created during onboarding
75.5%of creators who start the new flow finish it
Context
Creators arrive knowing their audience and their content. What slows them down is setting Teachable up.
After analyzing multiple onboarding calls, a clear pattern emerged. Creators rarely needed help with strategy. They got stuck on branding, domains and setup, and a little hands-on help got them moving fast.
~75%
of call time went to technical setup, not business strategy
17 of 24 trial creators who got a call converted to paid, about 71%
Domain & web integration10+ calls
Branding & aesthetics8+
Pricing strategy7+
Course structure6+
Top topics across 23 calls with new paid subscribers
If a few minutes of help unblocks creators, the onboarding itself should do that work, right when they need it.
The problem
Six screens before anything felt like theirs
New creators faced a wall of questions, then a five-step course builder that asked for a thumbnail and a price before they had seen any value. Toggle to compare the flows.
1Orientation gap: “What should I do first?” after the first login
2Creation confusion: curriculum vs. site pages, drafts vs. publish
3Pricing anxiety, with no safe way to test checkout
4Payments and taxes delay activation
5Branding and domains feel technical, with no progress indicators
6Integration and email timing are unclear
Research
Auditing the experience through each persona’s eyes
I walked through the full current flow (survey, dashboard and setup guide) once for each persona, putting myself in their shoes. Each sticky note marks a pain point along the way.
Persona audit 1 of 3Persona audit 2 of 3Persona audit 3 of 3
Three personas, three different blockers
Course businesses that already sell, often with their own website
Content migration
Bulk uploads dump 50+ assets into one course, which then needs heavy reorganizing.
Product confusion
Pricing is requested too early, without value context or benchmarks.
Integration issues
85% have an external website, but guidance on connecting it is missing.
Coaches and consultants adding courses to an established practice
Pricing mismatch
Every pricing option assumes a standalone course. There’s no way to package learning content with their other services.
Content limitations
Product-first setup blocks repurposing what they already have.
Missing resources
They want templates and success stories from peers like them.
Organizations delivering structured training to many people
Survey issues
Questions speak to individuals, so organizational use cases feel out of place.
Setup problems
No early teammate, roles or compliance setup.
Validation gaps
Irrelevant pricing steps, and no demos or reporting previews to prove fit.
Competitive analysis
14 products, one question: how much to ask before showing value?
I went through the sign-up and onboarding of course platforms like Kajabi, Thinkific and Podia, and of tools creators already use, like Shopify, Squarespace, Notion, HubSpot and Typeform.
Build confidence with stories from creators like them
Ideation
A workshop with the pod, from discovery to sketches
I led a working session in Miro to bring everyone up to speed on new user onboarding discovery, and to reimagine onboarding so it feels more personal, relevant and confidence-building.
1Shared contextThe current experience and the competitive analysis
2BrainstormedWhat should creators accomplish on day one?
3Grouped into themesEight opportunity areas
4SketchedThree low-fidelity concepts each
What should users accomplish on the first day of using Teachable?
Guided next steps like our 1:1 onboarding callsSeeing their brandingIntegrate existing siteOutline course and see student previewMigrate existing content in Teachable formatSee an example course and sales pageSee their school site previewInteract with course builderInvite a teammateSet their site theme so it looks like something they valueStarted building a courseName their site so it looks good in the browserAdd a logo imageSee their existing content turned into a courseOnboard to payments if they plan to sellUnderstand which plan would suit their needsInteracted with the core features of their planHave something to share with a friend or coworker
Four of the strongest ideas pointed the same way: let creators see their own school, named and branded, on day one.
A sketch from the team: ask for an existing website, then show a site theme prepared for the creator.
Sketches
Everyone sketched three concepts
AI companionAn AI asks about colors, logo and team size, and builds the school as you answer.
Guided demoA task-based tour of the features in your plan.
Publish to first saleA visual of what your product will look like, all the way to the first sale.
Persona CTAsCreate a course, create a coaching product or import users, depending on who you are.
AI course generatorShort, editable content so creators can publish within half an hour.
The ideas from the team’s brainstorm and sketches helped me land on my first explorations, starting with the live preview: show creators their own school, then help them make it theirs.
The bet
If new creators see their school take shape during onboarding, they’ll understand how Teachable fits their business, and fewer will drop off on day one.
Alternatives considered
Why solve setup up front, and not something simpler
The new flow tackles what confuses creators most right away: the things that are hidden in the logged-in experience but required for a school to go live. With those out of the way during onboarding, creators can focus on what matters once they’re in: seeing Teachable’s value and creating content.
✕Update the survey only
More questions on an already long form, and the hardest setup steps still waiting after sign-up.
✕Leave setup for later
Faster to the dashboard, but creators still hit the confusing, required steps alone, right before going live.
✕A generic checklist
Lists the tasks, but doesn’t make the confusing ones any clearer or adapt to who the creator is.
✕Content-first onboarding
Calls showed creators aren’t confused about content. The friction is school setup: name, domain and branding.
⋯Fully auto-built school
Promising for later, but too complex to validate first.
✓Setup inside onboarding
Name, domain and brand handled in the flow, with a live preview, so the logged-in experience can focus on value and content.
0
Phase 0 · Foundations
Ask the questions that tell personas apart
New survey copy, same screen, so we could start sorting creators and spotting leads for Sales while the new flow was built.
Selling online courses is my primary productKnowledge businessI primarily sell services, like coaching or consultingService amplifierI create and share educational contentAudience builderI teach through in-person workshops or classesIn-personI’m part of an organization that delivers trainingProgram distributorI’m just getting started and exploringCourse curious
1
Phase 1 · Completion
From a wall of questions to themed steps
The biggest win was breaking the old nine-question survey into short sections grouped by theme, with a progress bar so creators always know how far they are.
2
Phase 2 · Conversion
A real “this is mine” moment
The branding step shows creators their school as they build it. Try it.
Step 3 of 4
Let’s make this school your own
your-school.teachable.com
your-school.teachable.com
Your SchoolExpert courses by Jane Doe
Featured products
Course name
Course name
Type a school name or pick a color to take over the demo.
Name and domain, connectedCalls showed brand identity is school name plus domain, so they live on one screen.
A real color, not a templateEvery later preview uses the creator’s own choices.
Auto-branding, scopedWe explored pulling brand colors from a creator’s site. A simple picker was the fallback, and it shipped first.
Fast follow
Service amplifiers asked for proof that people like them succeed on Teachable. Success stories now sit next to the last step.
3
Phase 3 · Product creation
Five steps of course creation, collapsed into one
Thumbnail and pricing moved out of the first flow, so creators reach their content preview faster.
1Course details
2Thumbnail
3Pricing✓Create your first product
4Purchase description
5Outline
Thumbnail, pricing and description can be done later
Then, a home shaped by who they are
With the first course created, creators land on an admin home whose checklist is built from their onboarding answers. A creator selling courses is guided to payments, branding and launch. An organization delivering training gets expert help, team invites, program setup and enrollment.
Hover to pause · click to open full page
Prototype
Click through the final flow
This is the shipped Phase 3 flow, rebuilt so you can use it. Pick who you are, name a school and create a course, and the preview and the admin home adapt as you go.
teachable
Step 1 out of 5
Welcome to Teachable!
Which best describes your primary business today?
Step 2 out of 5
Let’s make this school your own
Give it a name and start customizing. This is just the beginning, more customization options will be available later.
This will be your school’s URL. Pick a name that works for now, you can change it later, so it doesn’t have to be perfect!
your-school.teachable.com
your-school.teachable.com
Your SchoolExpert courses by Jane Doe
Featured products
Course nameThis is where your course description goes
Course nameThis is where your course description goes
Step 3 out of 5
Help us get to know your business
Your answers help us personalize your experience.
your-school.teachable.com
Your SchoolExpert courses by Jane Doe
Featured products
Course nameThis is where your course description goes
Course nameThis is where your course description goes
Step 4 out of 5
Create your first product
Start with a course. More product types and customization options come later.
Course name
This is where your course description goes
Learn more
Step 5 out of 5
Almost there, a few final questions
This helps us show what’s most relevant to you.
✓
Course createdGenerated with AI, ready to edit
Pick an option to continue
Mobile
Built for browsing on mobile, building on the web
The mobile flow is intentionally lighter: a live preview and color customization are hard to use on a small screen. Data also showed that very few creators sign up on their phone. Most check Teachable out on mobile and come back later on the web to build their school.
Step 1
Step 2
Step 3
Step 4
First product
Measuring success
What changed for new creators
+22%Trial-to-paid conversion within 14 days
Before3.88%
After4.72%
More trials turned into paid subscriptions.
+10%Products created during onboarding
Before7.01%
After7.68%
More creators built their first product in their very first session.
75.5%Of creators who start the new flow finish it
Finish3 in 4
A short, guided flow that creators actually complete.
What’s next
Where the design goes from here
Each phase taught us something about where creators still hesitate. The next iterations keep the same rhythm: one hypothesis at a time, designed, shipped and measured.
Now
Polish the questions
Fast follows already in review: tap-to-answer audience options instead of a dropdown, progressive disclosure so follow-up questions only appear when relevant, and success stories matched to each persona.
Next
Make the preview do more
Pull brand colors and logo from a creator’s existing website, and pre-fill the first product from their step 1 answer, so the school looks like theirs with less typing.
Later
A school built with them
Explore the fully auto-built school we set aside earlier, and carry the same personalization into the admin home, with a lighter path for creators who are just exploring.
Challenges & learnings
The constraints that shaped my decisions
Show, then askCreators answered questions more willingly once they could see what the answers changed. Seeing their own school in the preview did more for confidence than any extra question we could add.
Measure what the design controlsI partnered with data to judge the flow from the moment creators enter it, where design has real influence. That lens made the wins clear: 3 in 4 creators who start onboarding now finish it, and trial-to-paid conversion rose 22%.
One phase, one hypothesisShipping in phases gave each change its own metric and ship date, so we could see what each one moved instead of judging the redesign as one big change.