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Ask HN: How do you securely exchange files with others in your life?

So lets say you're texting with your parents about their finances or your partner or real estate agent about an upcoming purchase - specifically someone less technically inclined. They need to send you some spreadsheets or PDFs that contain information best kept secure - what methods, services, or applications do you tell them to use? What if the tables are turned and you are sending them something?

Is there a gap between best practice and the reality of what usually ends up happening, and if so, why do you think that is?

( 2 comments | 3 points | on HN )
Re:Ask HN: How do you securely exchange files with others in... by rootshelled on Friday August 23, 2019 @02:11PM (#20780616)
Me sending: I have an owncloud server where I can release an file for a set amount of time with an password if it needs to be somewhat secure. It's not the most secure but I can just send them the link.

Me recieving: Generally an usb stick.

Though to be honest this doesn't happen to me often so I might act different if that were the case.

Re:Ask HN: How do you securely exchange files with others in... by robmccoll on Friday August 23, 2019 @02:18PM (#20780708)
Do you run your owncloud server on your own hardware or in the cloud?

Also I assume you use it pretty extensively so the files you are sharing would likely already be there / not have to be uploaded first?

On your own hardware with TLS and a decent password seems like a decent effort to me - better than just attaching things to an email :-) Exchanging the password might be tricky though...