What's your go to for sharing sensitive files with non tech people?

Question

My accountant asked me to send tax documents. My parents needed help with medical records. A client wanted API credentials. Every time I hit the same problem: PGP is way too complex for them, Signal requires installing an app, email attachments feel insecure, and I don't trust random file sharing sites.What do you all actually use in practice? Curious if there's something obvious, I'm missing.

toomuchtodo · Accepted Answer

Trustworthy for family records, Dropbox for everything else.

DamonHD · Answer

Signal is almost the only thing that I strongly trust.
Originally set it up to discuss patent stuff which had to be kept pretty secret, stayed for the lolz.
For small but sensitive items of data, such as bank details, I split over a couple of channels, eg SMS and email, to make it harder for any one bad actor to see all parts.

andsoitis · Answer

Google Drive.

Redster · Answer

Bitwarden Send or https://1ty.me/ or similar services. Bitwarden Send can do text or files, which is nice.For actually sending, Signal disappearing messages or phone calls for some info.

bdangubic · Answer

password-protect PDF and then email ftw

Bender · Answer

nginx with a simple auth username/password is what I use for non technical people. For some of my lawyers I managed to get them to use SFTP with WinSCP so we could send things back and forth for edits. Using nginx I keep files off commercial leaky spying AI infected platforms.

chickahoona · Answer

Try Psono. You can share any secret via a link https://doc.psono.com/user/basic/sharing.html#with-externals...You could eather host it yourself or use e.g. https://psono.pw, a free hosted instance of Psono. In regards of trust. Psono is audited every year and the company behind it is ISO27001 certified.

chickahoona · Answer

Take a look at Psono. You can share any secret stored there with a link. https://doc.psono.com/user/basic/sharing.html#with-externals...