A few more words in an answer is always helpful.
Are you using exchange server? Could be a problem.
Try dropbox. Get a gmail account.
There are lots of ways of moving files.
A simple and popular way to copy files and share files among your devices.
"Box lets you store all of your content online, so you can access, manage and share it from anywhere. Integrate Box with Google Apps and Salesforce and access Box on mobile devices" Rated the most secure cloud storage by SkyHigh Networks.
Using iTunes to transfer files:
Files Connect -- "Cloud Storage services like Dropbox, MobileMe iDisk, Google Docs/Picasa, Facebook photos, FTP, SFTP, WebDAV ... AFS (Apple File Shares) SMB (Windows shares) protocols"
Windows File server