What would be the best way to encrypt a file in
Ubuntu 12.04 but in a way that could be read by a
Windows 8 user?
Would creating a Truecrypt volume work if I just sent the truecrypt file over?
Any other methods?
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Yes, you are good to go with TrueCrypt.
In case you want to encrypt the whole system drive you must refer this guide http://jan-krueger.net/development/truecrypt-system-drive-on-linux