Email encryption is hard - and that's why I've noticed that most of my clients don't do it. The ideal circumstance is when the sender and receiver of a message cooperate by sharing their public keys and 'sign' their messages. This is almost never practical for 'normal' people (non-technical geeks.)

Banks, credit card companies and health care organizations, due to the 'radioactive' nature of the information they communicate, have taken to using a system where you receive an email message with a link that opens a webpage with the actual message.

This system is awkward. Its more troubling disadvantage is that phishing and 'spear phishing' schemes have become so sophisticated that nobody should trust email messages with links to web pages. Even if the web target is legit (and they almost never are) the the web hosting server may have been hacked. ALWAYS examine the link 'target' - stay tuned - I'll show you how!

How do you send encrypted messages easily to anybody? The method I've recommended for some time is still effective and free: draft the message you want to send, including any attachments, then archive/encrypt the package using a ZIP type program (like the free 7Zip,) Tell the person you are corresponding with what the decryption code is IN A SEPARATE EMAIL OR VERBALLY - like maybe a phone call or text.

You'll still need to be concerned about what happens once the message has been decrypted on the other side. But you'll have exercised your due diligence as a lawyer or paralegal to hold client matter confidential.

Note: There is an item in the Resources section titled 'Sending Large Encrypted Files' that is pertinent to this subject.