Even better is to reduce all of your files and move to a file system that is entirely synchronized. Here's what I recommend:

- Take an afternoon to delete a bunch of your files down to a more manageable size. Find out where you hold your biggest files with windirstat or GrandPerspective for Mac and delete all that shit that's clogging up your drive. I went down from 300GB to about 120GB of files that I actually care about that way.

- Optionally (but worth the trouble), create a filesystem to organize your files in such a way that every file can fit in. My folders are: Photos, Creativity, Documents, Movies/TV, Music, Projects, Work and University. Some subfolders and voilà, all of your files are organized.

- This is handy because having one folder with all your files in it means that you can easily sync that folder. 100GB: Google Drive is only $2 a month. Because I don't like Google, I use Copy by Barracuda. 250GB for $5 a month, with full file histories and with handy un-deleting of files. 1TB for $10. Has a solid app with automatic photo sync, meaning that every photo you take is automatically uploaded when you're on Wifi. Dropbox and Google Drive are also great (but not for me).

- Then, sync the files you need on multiple computers and make regular backups of your Uberfolder. This way I have the most important files online, on three computers and on a backup disk. It's really nice to know that you have your files safe and that you can access them anywhere with an internet connection.