If I have FileVault on, this will encrypt all my data on my HDD. so this said, will this send to dropbox the encrypted files or the original files?
MacOS – Encrypt data before sync to dropbox
dropboxfilevaultmacos
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Best Answer
No as Dropbox is running as one of your apps and so sees the unencrypted data.
What you can do is create an encrypted disk image in your dropbox area using Disk Utility (or TrueCrypt etc). Dropbox only sees the encrypted image but you have to mount the disk yourself.
there are other cloud services e.g. SpiderOak that say they store encrypted data and don't have the key to decrypt.