When comparing Monosnap vs CloudApp, the Slant community recommends Monosnap for most people. In the question“What are the best screenshot-and-upload tools for OSX?” Monosnap is ranked 1st while CloudApp is ranked 2nd.
Ranked in these QuestionsQuestion Ranking
Pro Easy drag and drop saving and uploading
Pro Annotation tools for both screenshots and during video recording
Pro Screenshots and Screencasts in the same app
Nice to have one less app running all the time.
It costs nothing.
Pro Able to upload directly after recording or capturing
Very convenient especially when doing stuff like writing documentation or blog where you can just paste the hotlink directly.
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.
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.