[toyg]

"My Briefcase" could have been Dropbox, 10 years earlier, if only 1) it could work decently, which it never did, and 2) had an option to sync to MS servers. Bandwidth was an issue at home, back then, but for offices it would have been fine.

[rhplus]

Microsoft spun its wheels a lot with file-syncing in the mid-2000s. Aside from the stuff coming from Office (Groove, etc) and Windows (folder-shadowing, BITS, etc), there was a slew of inter-related products in the consumer space starting with the acquisition of FolderShare. By the time DropBox launched, it had become Mesh.com, with PC-to-PC syncing and online storage, but thanks to internal competition and constant rebranding/repositioning, it slowly became deprecated and subsumed by SkyDrive/OneDrive.

https://en.wikipedia.org/wiki/Windows_Live_Mesh

[Spooky23]

In the age of 4.3 GB drives that cost $750, unlikely.

[toyg]

It was also the age of the average file being 20kb though. You could have provided 50mb per user and the world would have gone "woah".

[ManlyBread]

I remember how amazing it was when the email accounts went from 20mb max size to something like 500mb, it blew my mind and gave rise to many services that capitalized on this huge amount of space (mostly peer-to-mail and an application that turned gmail accounts into a dropbox kind of thing).