Email Encryption Made Easy With PDF Postman Add-in for Microsoft Outlook

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Microsoft Outlook users who want send files and messages privately through email might find it very difficult to establish a secure path between themselves and the recipient.  This is especially true when communicating with people who may not have access to IT staff, such as individuals, small business owners,  and people who prefer mobile devices. The risks to email have been widely discussed, and regulations now require certain kinds of information, such as patient health information, to be protected while in transit.

Research has shown that one of the biggest reasons that people do not encrypt their email messages is that it’s difficult to implement and use. Encryptomatic LLC has responded to this challenge with PDF Postman, an add-in that brings practical mail encryption functionality to Microsoft Outlook in a way that does not place a significant burden on the recipient.

PDF Postman uses strong AES-256 bit encryption, which requires the sender and receive to simply agree on a password.  The email message and file attachments are placed in a PDF file before it is encrypted. Because the PDF specification has provided for AES encryption for many years now, most people on virtually any computing device already have access to a PDF reader capable of opening the encrypted files that PDF Postman creates.

PDF Postman Outlook email encryption toolbar.
Outlook toolbar buttons for encrypting email.

To send an encrypted PDF file, first  install PDF Postman on your Windows computer that has Outlook 2013/2010/2007 or 2003. When you send an email message, you’ll notice that PDF Postman has added some new functions to your toolbar:

PDF Encrypt Email is the function you’ll use most most often. It will cause your email to be converted into a PDF file, and any file attachments to be embedded within the PDF file. Embedded file attachments can be removed from the PDF later by the recipient, and can be edited just like a regular file. Just click “PDF Encrypt Email,” and the Send your Outlook email.

PDF Encrypt Files will encrypt only the file attachments. The message will remain unencrypted.

PDF Files will cause your file attachments to be converted into an unencrypted PDF file.

PDF Postman maintains a database of your passwords.  The first time you send a protected message to an email address, PDF Postman will check it’s database for a password. If none is found it will prompt you to enter a password, or to generate a new one using the strong password generator.  This password may be stored in the database and recalled the next time you send to this email address.  Stored passwords can easily be updated later.

 

Enter a password in PDF Postman.
PDF Postman Password Screen
By going to the Settings tab, you can configure how PDF Postman to works.  Several different languages are supported, including French, Russian, and soon German and Dutch. The standard template message can be customized.

 

PDF Postman settings menu.
PDF Postman Settings
PDF Postman costs $49.99 per user, with progressive discounts for higher quantities of licenses. The price includes one year of updates and support. It will work with all of  the email accounts you have setup in Microsoft Outlook. Download a free 15 day trial of PDF Postman. After the trial is complete, leave it installed; each month you can use it to send five free protected messages.

Converting Outlook email from .msg to .eml files

Screen shot of msg-to-eml conversion software.

EML Viewer Pro is a  versatile Windows software app. You can use it to manage, search and view emails that are formatted in a variety of common formats, including .eml, .msg, .mht, .pst and .ost files.

One of the nice features of EML Viewer Pro is its ability to convert and export email messages from one format to another.  With version 4.7, you can now export email message content to .eml format. .EML files are formatted according to the RFC-822 spec. As an open format, it is supported by most email clients, including Windows Mail and Mozilla Thunderbird.  Because it is an open, non-proprietary format it may be desirable to convert emails into .eml files for archiving purposes.

Here’s how to convert Outlook .msg files into .eml files using EML Viewer Pro.

First, open EML Viewer Pro, and find the folder containing your Outlook .msg files.   Click on the folder, and EML Viewer Pro will read in the msg files and display them in the main list.  Select any listed email message to view it in the reading pane. Double click on an email to open it in full screen view.

Select the emails you want to convert into .eml files.  To select a message, you click on it.  To select multiple messages, hold down the control key, and click on the messages you want.  To choose all of the emails in the list, type Control-A on your Windows keywboard.  Messages that are selected are shown in the list with a blue highlight.

Picture of EML Viewer Pro main menu with msg files selected.
Eml Viewer Pro main screen. Selected email messages are highlighted blue.

When you have selected the emails, you can export them in a single batch operation.  Choose “Export to EML” profile from the toolbar drop down list.

Picture shows how to select the "Export to EML" export profile in EML Viewer PRo
Choose the “Export to EML” profile

To begin the conversion process, click the Export button (the icon with the yellow paper and the green arrow).  EML Viewer Pro will go to work exporting your .msg files to .eml files.

Export process progress bar
Exporting msg files to eml

There is no limit to the number of messages you can export (note: if you are using EML Viewer Pro in trial mode, the limit is 50 emails per export operation. This is removed after the software is purchased).

If you need an flexible tool to help manage your email content, try EML Viewer Pro. It’s several tools in one: view, search, and export.  You can download a free trial and learn more about EML Viewer Pro from the product website.