I’d love to see the addition of a “download all” feature on the desktop & web apps. Having the ability to click one button and grab everything that’s attached to a task would be a really nice improvement. Beyond that, it would be great to be able to download all the attachments for a project, task, subtask or comment.
Related to file downloads, I’d love to see attached files download straight from the desktop app, instead of hitting a URL first. Or at the very least, make sure a download URL closes after the download is complete.