User onboarding has evolved from a single event at account creation to a continuous journey that begins when potential users first hear about a product. This expanded view of onboarding recognizes multiple scenarios requiring tailored experiences, such as persona-based variations, accommodating both first-time and returning users, and addressing different user roles and contexts. Interactive Demos are highlighted as a transformative tool for providing contextual guidance by allowing users to engage with features without setup overhead or commitment anxiety. These demos facilitate risk-free exploration, pre-commitment education, and contextual learning, leading to reduced friction in user discovery and increased product adoption. Examples from companies like Zendesk, Skilljar, Databricks, and Digital Ocean illustrate how these demos can be effectively implemented to create personalized, engaging, and educational onboarding experiences. The use of AI-powered demo creation tools simplifies the process, allowing for efficient deployment across multiple platforms and enhancing user engagement through smart segmentation and contextual follow-up. The ultimate aim is to create intuitive products that seamlessly guide users from initial contact through advanced usage, leveraging interactive demos to turn every interaction into an opportunity for deeper engagement and understanding.