Last updated 07-01-2026
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Dropshare
Dropshare is a file sharing app for macOS and iOS that uploads screenshots, screen recordings, files, and folders to storage you already trust, then puts a shareable link on your clipboard. It lives in the menu bar on Mac and stays out of the way until you need it.
Instead of routing uploads through Dropshare servers, transfers go straight from your device to the cloud drive, S3 bucket, image host, or protocol service you configure. The site lists 36+ integrations including Dropbox, Google Drive, Amazon S3, SFTP, FTP, and WebDAV, plus S3-compatible services like Cloudflare R2.
It fits Mac power users, support teams, designers, and solo founders who share files dozens of times a day. The macOS app requires version 12.3 or later; the iOS app runs on iPhone and iPad with iOS 14+.
Drag and drop uploads from the menu bar with keyboard shortcuts and Share menu support
Connect 36+ storage providers or your own SFTP, FTP, SCP, and WebDAV server
Capture and annotate screenshots, then share the link automatically
Record your screen as 60 FPS video or GIF with voice, webcam, and keyboard overlay
Auto-name screenshots with GPT-5 nano analysis (limited free daily usage or your own OpenAI key)
Customize landing pages with HTML, CSS, and JavaScript for shared files
Encrypt uploads before they reach object storage or protocol services
Sync upload history and preferences across Mac and iOS via iCloud
Files never pass through Dropshare infrastructure
Huge provider choice including self-hosted and S3-compatible storage
Rich screen capture, annotation, and screencast tools built in
One-time macOS purchase instead of another monthly subscription
Over 30 preferences to tune uploads and sharing to your workflow
Founder handles support requests personally
macOS and iOS are separate purchases unless you use Setapp
No native Windows or Linux desktop app
AI screenshot naming has limited free daily usage
Team bundles cover macOS licenses only
Is Dropshare free to use?
Dropshare offers a free 7-day trial on macOS and iOS with no payment details required. After the trial, a Personal macOS license is a one-time $39 purchase. iOS is a separate product available on the App Store or through Setapp.
Which platforms does Dropshare support?
Dropshare for macOS requires macOS 12.3 or later on Intel and Apple Silicon Macs. Dropshare for iOS supports iPhone and iPad running iOS 14 or later.
Does Dropshare store my files on its servers?
No. Dropshare uploads directly from your Mac or iPhone to the storage provider you configure. Nothing is stored on Dropshare infrastructure in between.
How many Macs can I activate a Dropshare license on?
A single Dropshare macOS license can be activated on up to 3 different Macs. License activations can be reset if you need to move machines.
What AI features does Dropshare include?
Dropshare uses OpenAI GPT-5 nano to analyze screenshots and suggest filenames based on their content. Free usage is limited per day, or you can connect your own OpenAI API key.