E290 | From PLG Pains to AI Gains: Rethinking Retention with Ryan Seams of AssemblyAI

Today on the show we have Ryan Seams, the Head of Customer Success at  AssemblyAI.In this episode, Ryan shares his experience transitioning from Deloitte to the fast-paced world of startups, where he spent nearly a decade at Mixpanel scaling customer success and navigating product analytics.We then discussed the evolution of pricing models — from events-based to monthly tracked users and back again — and how that shaped customer behavior, retention, and satisfaction.We wrapped up by discussing how AI-native companies like  AssemblyAI are redefining usage-based pricing, customer segmentation, and churn forecasting in a rapidly changing landscape.Mentioned ResourcesAssemblyAI Mixpanel Google Analytics Adobe Omniture OpenAI