Lightning Lessons

30+ Upgrade Triggers That Actually Convert Users

Hosted by Ramli John and Kate Syuma

Thu, Oct 2, 2025

3:30 PM UTC (30 minutes)

Virtual (Zoom)

Free to join

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Go deeper with a course

Product Onboarding Masterclass
Ramli "RJ" John
View syllabus

What you'll learn

Spot Contextual Triggers That Drive Real Conversions

See how Notion, Slack, and Miro place upgrade prompts at the exact moment users need premium features.

Decode Psychology Behind Action-Based Upgrade Flows

Understand why showing value first (like Miro's animations) converts better than hiding paid features.

Master Profile-Driven and AI Upgrade Strategies

Learn how Lovable turns profiles into upgrade hubs and Claude leverages high-intent onboarding moments.

Why this topic matters

Most products treat upgrade prompts like interruptions instead of value moments. Kate analyzed 30+ top SaaS and AI products to find what actually converts trial users to paying customers. These aren't random tactics—they're psychology-driven triggers placed at peak intent moments. Learn the patterns that turn more trials into revenue without feeling pushy.

You'll learn from

Ramli John

Founder, Delight Path. Bestselling author of Product-Led Onboarding (+40K sold).

Ramli John is the founder of Delight Path and the bestselling author of the book Product-Led Onboarding (over 40k copies sold) and EUREKA: The Product Onboarding Playbook for High-Growth B2B Companies.


Kate Syuma

Kate Syuma is a Growth Advisor, Founder of Growthmates, and former Head of Growth Design at Miro. Her expertise lies at the intersection of Product-Led Growth and User Experience, where she helps companies discover growth opportunities and create high-quality user experiences.

Featuring Upgrade Triggers From

Claude
Miro
Notion
Loom
Intercom

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