Dropshare is a file sharing app for macOS and iOS that lets users upload screenshots, screen recordings, and any files directly to their chosen storage provider and share them via a link. It supports over 36 cloud storage integrations including S3-compatible object storage, FTP, SFTP, and WebDAV, and allows customization of upload destinations. Key features include drag-and-drop uploading, built-in screenshot annotation, screen recording with optional voice and webcam, AI-powered automatic filename suggestions using OpenAI, iCloud sync across devices, customizable landing pages for uploads, and client-side encryption for sensitive files. The app is designed for both casual users and power users, with extensive preferences and automation via keyboard shortcuts, the share menu, and Shortcuts. It is available as a paid app with a 7-day free trial and also on Setapp.