How to Optimize Trial-to-Paid Conversions — Rachel Chukura, The Weather Company


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Mar 03 2025 18 mins   7

This episode is shorter than usual and will be featured in RevenueCat’s State of Subscription Apps report.

On the podcast: balancing freemium and premium experiences, how The Weather Company uses AI to predict subscriber behavior, and why focusing on user value rather than monetization is the key to subscription success.


Top Takeaways


🎯Target high-value users with personalized experiences
Identify your most valuable cohorts through deep segmentation and user research. Tailor paywalls and premium features to resonate with each segment’s needs, maximizing conversion rates without alienating casual users.


🌍Leverage contextual triggers and data-driven targeting
Use contextual signals (like weather data) and AI propensity models to reach users at the right moment. This makes paywall prompts more relevant and effective, driving higher conversions while maintaining a positive user experience.


⌨️Test, learn, and iterate continuously
Adopt a rigorous approach to A/B testing with clear hypotheses and well-defined KPIs. Be patient and run experiments long enough to account for external variables. Regularly refine AI models and adapt strategies based on evolving user behaviors and market conditions.


About Rachel Chukura:

🌦️ Head of Consumer Product at The Weather Company, specializing in driving subscription growth and balancing freemium and paid user experiences.

📊 Rachel has a deep expertise in leveraging data analytics, user research, and AI propensity models to optimize conversion strategies while maintaining a seamless and valuable customer experience.

💡 "We don’t lead with monetization—it’s an outcome of creating a truly useful and performant experience for our users. It’s all about meeting them where they are and delivering value when it matters most."

👋 Connect with Rachel on LinkedIn!


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