Listen "#60: Struggling to get free trial users to upgrade? Do this"
Episode Synopsis
In this episode, Ryan dives into one of the most important levers for SaaS growth: your onboarding experience. Too many companies get plenty of free trial signups but fail to convert them into paying customers. Ryan explains what industry benchmarks look like, why onboarding often fails, and how to design an experience that drives users to activation. From signup flow and guided tours to gamification, personalisation, and email onboarding, this episode is packed with practical ways to increase your conversion rate and reduce churn.Takeaways:Average free trial → paid conversion = 15–25%; below 15% means something is brokenDefine your activation milestone (e.g. Slack = 2,000 messages; Dropbox = 10 files saved) and build onboarding around itKeep signup flows short — name, email, password; use Single Sign-On to reduce frictionUse guided tours, tooltips, and short videos to highlight only key actions (not every feature)Personalise onboarding for different roles or use casesAdd quick wins & gamification (progress bars, rewards, incentives) to keep users engagedProvide educational resources, but make them optional and easy to findAdd a human touch — personal messages or LinkedIn DMs can increase upgradesUse email onboarding flows (5–8 emails over 30 days) to re-engage inactive trial usersLeverage product data to spot drop-off points and re-engage before churn happensJoin the SaaS Marketing Weekly Newsletter here: https://saasmarketingweekly.com/ Check out Ryan’s agency, Rocket SaaS, here: https://rocket-saas.io/ Send podcast guest pitches to: [email protected]
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