Agreed. Jill Stein seems incredibly challenged by the most basic use of technology. It shouldn't be expensive to produce a minimally professional presentation - it doesn't take "big corporate" money.

It might not be a bad idea to think about something like Amazon S3 for the "offsite" part of your strategy. It is a lot of data, but the Amazon folks are flexible, and they will do an import/export operation from portable media: http://aws.amazon.com/s3/#importexport

Once you get the bulk of the data transferred, managing incremental backups is not so difficult. I use "S3 Backup" (http://www.maluke.com/software/s3-backup) because I wanted something simple, with data encrypted both in motion and at rest. The monthly cost from Amazon is ridiculously small.

At home, I'm duplicating my pictures on a dedicated disk mech on my desktop machine, plus a local media server. The offsite backup to S3 runs nightly.

The problem I see with manually backing up - to anything, or anywhere - is that you'll forget. It's inevitable. If you don't set up an automated process - and test retrieving your data occasionally - then you risk losing some substantial portion.