For files: I move them all in an archive (7z, tar etc..) and then I encrypt the archive with gpg. I do realize this is not very convenient but I have a huge trust in gpg and prefer this inconvenient way over all the others I am aware of. The passphrase is long and complex enough.

I use a VPN to encrypt my internet connection and thus hide my online computing from my ISP. Another benefit of a VPN is to hide Tor usage from the ISP.

I use icedove+enigmail for mail encryption.

I prefer the pidgin + OTR combo for chatting.

I think that's about all.

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