1 min read

Microsoft 365 versus Paubox: which is easier? (2023 update)

Stylized figure in ceremonial red and white robes holding a staff before an ornate building

When we first wrote this post in 2017, it took six steps just to open an encrypted email sent via Microsoft 365. With Paubox, it was a single step.

Now in 2023, has anything changed?

In this update, we'll continue using Justin Kan's approach to telling a narrative:

  1. The world is a certain way (Microsoft 365)
  2. Something changes (Paubox)
  3. The world is now different

 

Part 1: The world is a certain way (Microsoft 365)

One of the more insidious approaches to HIPAA compliant email is the encrypted email bolt-on still being sold by Microsoft 365. At a minimum, it involves a six-step process to read a single message.

The following real world screenshots illustrate just how painful the experience is.

Can you imagine completing these steps from your phone without losing your mind?

 


 

Step 1: Email arrives in my inbox. It tells me I need to go to a portal.Office 365 encrypted email portal showing message protection notification and 'Read the message' button

 


 

Step 2: I go to the portal. It then tells me I need to request a passcode (ugh).


Screenshot of a protected message portal displaying a passcode sign-in screen

 


 

Step 3: Portal then displays a new page. I still can't read the message.


One-time passcode entry screen for Microsoft 365 encrypted email

 


 

Step 4: I go back to my inbox and look for a new email with a passcode in it (why?)


Office 365 message encryption portal displaying a one-time passcode entry screen

 


 

Step 5: Now I go back to the portal and enter the passcode.

One-time passcode entry screen with 15-minute expiration timer


 

Step 6: I can finally read the message. And it's about someone wanting to switch to Paubox 🤣


Office 365 encrypted email interface showing encryption notification and message content

 

 


 

Part 2: Something changes (Paubox)

When we built Paubox, we flipped the concept of secure email on its head. We eliminated friction for end-users while maintaining security and compliance. We did this by completely removing the user interface (UI) for secure email.

In other words, the sender composes and sends email as they normally would and the recipient can read the secure email in their inbox, without visiting a portal.

When I first visited security god Jeremiah Grossman's office in Silicon Valley, he immediately understood our value:

Jeremiah Grossman

“UI is the biggest hurdle for email encryption.”

For example, here is an example of Paubox in action.

The blurred screenshot below is an actual email I received.

 


 

Step 1: Read secure email (no portals!)


Screenshot of a secure email received through Paubox showing encrypted message delivery without portal requirement

 

 


 

Part 3: The World is Now Different

As it was in 2017, it still takes six steps to open an encrypted email sent via Microsoft 365. And it still take just a single step when it's sent via Paubox.

Our glowing reviews and HITRUST CSF certification still remain.

See for yourself how different the world is with Paubox.

 

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