Quiz Entry - updated: 2026.06.24
How can you transmit a sensitive file to someone securely?
Encrypt it end-to-end (S/MIME, PGP/GPG, or a strong AES archive) and share the password over a different channel.
Options from the source:
- S/MIME or PGP/GPG for encrypted email/files
- Encrypt the file into an archive with 7-Zip using AES-256, protected by a strong password
The critical operational detail: send the password over a separate channel — phone, SMS, fax — never in the same email as the encrypted file.
Why the separate channel matters: if an attacker intercepts the email, they get the ciphertext but not the key. Putting the password in the same message would hand them both — like taping the key to the locked box.
Tip: This "out-of-band key exchange" is the same principle behind MFA's second channel: security comes from the two pieces travelling independently.