How to encrypt a PDF before sending it in Outlook?
Solved Email & Outlook
AJ
Andrew Jackson
January 12, 2021
2 replies
6,700 views
Reviewed by moderators

We email salary letters as PDFs and HR now requires them protected so only the recipient can open them.

What are the practical options, ideally without buying Acrobat for every desk?

Accepted Answer
Verified by Mariya Beckham, Forum Moderator ยท Reviewed January 2021

Two different protections exist and HR should decide which one they mean.

Option one, password on the PDF itself. If the letters are generated from Word, Word does this free: File, Save As, PDF, click the Options button in the save dialog and tick Encrypt the document with a password. The PDF then demands the password wherever it travels. Share the password over a different channel than email, a text message or a phone call, otherwise the protection is theatre.

Option two, encrypt the whole email. On a Microsoft 365 subscription, compose the message, Options tab, Encrypt, choose Encrypt-Only or Do Not Forward. The recipient authenticates to read the message and every attachment inside it. No passwords to manage, but external recipients go through a verification code step which some find confusing.

For recurring salary letters at volume, option one from Word plus a standing password policy per employee is the usual setup because it needs no subscription features and works with any recipient mail system.

HR went with the Word password option and per employee passwords delivered by SMS. Rolled out this week without extra licenses.