On an older version of CloudApp for Mac, we experienced an issue with users copying-and-pasting or clicking-and-dragging their content into iMessage. Fortunately, there is an easy fix.
Download the latest version of CloudApp for Mac directly from our website here, or you can re-download it directly from the Mac App Store here.
If you need further assistance or have additional questions, we’d be happy to help! Please contact our support team at support@getcloudapp.com.