When comparing Droplr Screen & File Sharing vs CloudApp, the Slant community recommends CloudApp for most people. In the question“What are the best screenshot-and-upload tools for OSX?” CloudApp is ranked 2nd while Droplr Screen & File Sharing is ranked 6th. The most important reason people chose CloudApp is:
CloudApp allows you to share images, links, music, videos and files. Choose a file, drag it to the menubar and a short URL will be automatically copied to your clipboard that you can use to share your upload. Additionally you can view, track and delete files right from your menubar.
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Pros
Pro Nice, simple annotation editor
It has a built in editor for annotations. Arrows, lines, circles, text and some blur effects can be easily applied to images.
Pro Also allows video uploads
Droplr supports small screencasts, to be made, uploaded, and shared.
Pro Simple handling
Droplr does do one step screenhot and upload to their own service and instantly copies the link to your clipboard.
Pro Straightforward sharing
CloudApp allows you to share images, links, music, videos and files. Choose a file, drag it to the menubar and a short URL will be automatically copied to your clipboard that you can use to share your upload.
Additionally you can view, track and delete files right from your menubar.
Pro Free plan
Cloudapp has a free plan that allows uploading 10 files, up to 25MB each, per day.
Cons
Con No drag and drop support
The app is missing support for local-only screenshots, that can simply be dragged into other applications.
Con Too simple
While it's simple enough to share files, isn't complex enough to make a wide organization of files like the others.