Overview
The 'Taste' Pattern
The 'Visibility' Pattern
The 'Milestone' Pattern
Key Takeaways
- 1.The best conversion tours show, they do not tell — let users experience premium value before asking for payment
- 2.Time upgrade prompts to success moments, not arbitrary dates
- 3.Make premium features visible but not obstructive in the free tier
- 4.Personalize upsell messaging with the user's actual usage data
- 5.Always provide value in the free tier first — users who feel shortchanged will leave, not upgrade
Frequently Asked Questions
How aggressive should upgrade prompts be?
Not aggressive at all. Limit upgrade prompts to 2-3 touchpoints per user session. Only trigger at natural moments like hitting limits or viewing locked features. Users who feel pressured will churn from the free tier entirely.
When is the right time to start showing upgrade prompts?
After the user has experienced core value on the free tier — typically after completing 2-3 key actions. Prompting before value delivery creates resentment. Prompting after value delivery creates a 'I want more' mindset.
Should free and paid users see different product tours?
Yes. Free users should see tours that include contextual upgrade opportunities. Paid users should see tours focused on getting maximum value from their plan. Never show upgrade prompts to paying customers.
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