Has anyone seen any good technophobe-proof solutions?

Either a complete package, or just good individual components - a friendly UI; a nice REST file management API; a decent image manipulation library; etc - stuff I can stitch together without too much effort.

I actually have two distinct uses-cases:

1) to replace the piece of shit worthless junk that the CMS we use at work has. Needs to run on Windows and handle Microsoft's crappy DFS. Also needs to be scalable - i.e. able to serve at least thousands of images per second on the front-end.

2) to replace the barely implemented attachment functionality of phpBB with something that even the most technically illiterate can use - i.e. drag a photograph and have it convert to a web-friendly version, giving clear feedback on success/failure/etc. To be hosted on Linux.

Even if it's not something I can use (i.e. closed source or remotely hosted) anything that might provide ideas for how to implement features would be good.

Thanks. :)

The main downside (from a quick look) is that it appears to be extendible via plugins rather than having an API. Hrm, and not sure about quality of the documentation. :/ Still I'll take another look tomorrow...

Thanks for the offer though. :)