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Littlebird is a context-aware AI assistant that enhances digital workflows by understanding and anticipating user needs. Founded in 2024 and based in San Francisco, the company has developed a native macOS application that intelligently assists users by monitoring on-screen content in real time. Littlebird's features include meeting transcription, intelligent drafting of emails and documents, natural language search for past meetings, and a meeting preparation tool that synthesizes relevant information. The platform prioritizes user privacy, storing only text data in encrypted cloud storage and allowing users to manage their data freely. Littlebird is SOC 2-certified and adheres to data privacy standards, ensuring that user data is not used for model training. The service offers a free tier, with a Plus plan available for $17 per month. Currently, it is exclusively available for macOS, with Windows access on a waitlist.