Can Drop.io coexist with the FRCP?

My teachers are looking for quick ways to get files to students. We're building infrastructure, so this sort of thing will be able to get into a content management system or onto our SIS within a couple months, but for right now, the courses certainly can't wait for those of us in IT.

For those of you who haven't used it, drop.io is an incredibly useful way to share up to 100MB of files for free. It's fast, easy, and relatively anonymous (no one knows about your "drop" unless you give them the web address; you can also add a password and determine if others can only read, can add, or can add/delete the files in the drop).

So here's the problem: It's convenient, fast, and easy and works perfectly for most teachers, but isn't archived or recorded to comply with the Federal Rules of Civil Procedure. My take is that these rules would be satisfied if the teacher emailed files to students, but this isn't always feasible with large files.

If they are posted on a school website or CMS, how long do we have to retain the backups of the site? If we don't keep the backups long-term (and how many of us have 7 years of backups of our websites, whose contents may change daily?), are we any worse off giving teachers the utter convenience of a service like drop.io?

For my part, I'm pushing to get a system up and running that allows them to manage their content centrally, preferably through our student information system. However, until that happens, I'm encouraging them to use whatever tools they need. Of course, I'm asking them to be prudent about the sorts of things they post and email as much as possible using our archived servers, but my goal is to make the shift to the 21st century as painless as possible for as many teachers as possible.