When drafting an email in Outlook, the Delivery Trust toolbar provides security options.

Email encryption is one of those things lawyers talk about far more than they do. As I reported here recently, the 2014 ABA Legal Technology Survey Report found that only a quarter of law firms had any kind of email encryption available for their lawyers to use. Instead, a large majority of lawyers rely on confidentiality statements in their emails to protect them.

For many lawyers, a key roadblock to using email encryption is that doing so can seem confusing and cumbersome. That why I like software that makes it easy to encrypt. One such program is Enlocked, which I wrote about here and here, and which I described as making encryption “idiotically easy.” It is a plugin that  works with Outlook and Gmail and with iOS and Android mobile devices.

Recently, I’ve been trying out another option, Delivery Trust, from Identillect Technologies. Like Enlocked, Delivery Trust installs as an Outlook plugin. It can also be used through a Web portal and via mobile apps for iOS and Android. It does not work with webmail programs such as Gmail and Yahoo.

One major difference in Delivery Trust is that it not only encrypts email, but it also allows the sender to place various security controls on a message. Using these security controls, you can require various forms of authentication by the recipient; you can disable printing, forwarding or downloading; and you can set when the message will expire.

Another difference is that it does not require the recipient to install a plug-in or provide log-in credentials. With Enlocked, for example, the recipient must also have the Enlocked plug-in in order to read your encrypted messages. With Delivery Trust, the recipient is directed to a web page to read the message.

Adds Toolbars to Outlook

When you install Delivery Trust in Outlook, the plugin adds a “Secure Send” button to the toolbar. It also adds a toolbar to the right side of the screen that you see only when you are composing an outgoing message.

This right-hand toolbar has two tabs. The first, “Authentication Choices,” lets you set policies for how, if at all, the recipient is to authenticate his or her identity. Choices include the last four digits of the recipient’s mobile or business phone number, the recipient’s zip code, or a custom password or security question. If you set one of these options, then the recipient must provide the answer in order to view your email.

If the recipient is already in your Outlook contacts, then Delivery Trust will automatically fill in these authentication fields. You can toggle the ones you want to use or not use.

The second tab, “Security Policies,” lets you place restrictions on the message. Here, you can disable printing or forwarding of the email and block downloading of the email or any attachments. You can also set when the email will expire and limit the number of times the recipient can view the email.

Delivery Trust does not allow you to turn off message expiration. All messages you send will expire after a month, or sooner if you set the expiration to be sooner. However, if you do not disable downloading, the recipient is able to download the message and any attachments in PDF, but that must be done before the message expires.

Once you send your message, the recipient receives an email saying that the sender has sent a secure email. To view it, the recipient must click on a link. That opens a web page showing who sent the email and identifying any restrictions on the email, such as its expiration date. The recipient then clicks “submit” to view the email. No log in or special account is required.

The cost of Delivery Trust is $8.95 per user per month. A web-only version, which cannot be used with Outlook, is $5.95 a month. A business version, which includes a company logo on emails and a branded Web portal, is $10.95 a month.

If you want even more security controls for your email than just encryption, Delivery Trust may be the product for you. It provides a number of security controls and authentication options. Its one downside, at least for some users, is the inability to disable email expiration.

  • Great post and very useful in these times of cybercrimes against law firms. A big thank you!

    Cookie Lewis, M.S.L.S.

  • Edward Smith

    Emails stored on some third party servers can never be secure unless encrypted at source. Binfer is a great way to send secure email. It does not store emails anywhere so is very secure.

  • Encryption is important, but here is another extra for emailing prospective clients/current clients:
    For email tracking, we use the Google URL shortening service. Rather than explain the whole process, a link needs to be included in the email. Once the email has been opened, you can track the email by adding the, “+” sign after the URL (again, I skipped some steps).
    By using this FREE service, you can actually see if and what time the client opened the email sent to them.
    No more, “I never got the email you sent me!” If interested in the steps, just contact me.

  • Edward’s reply is correct, that for maximum privacy, you want to use what is called “end-to-end” encryption, which means the email content (and any attachments) are encrypted BEFORE they leave your system. While systems that act as secure message portals are better than simply sending messages in the clear, the problem is that the administrators of those systems, or a hacker who gains access to your account on that system, will be able to read all your messages.

    With the new version of Enlocked, which has been discussed on this site, and also recently received an Editors’ Choice Award for eMail Encryption from (see for the review) you can very easily send fully secured encrypted messages to users without any work up front. Nothing to install (there is a web-based version that still does all encryption locally on your system) and it is free to read. Our plugins and apps do make it even easier for those sending frequently, but they are not required.

  • This Email Encryption solution is by far the most user friendly and most cost effective solution out there.
    It also offers the best features out there, it gives you full control over your email even after this email has been sent.
    Identillect has many clients that where clients with other Encryption companies and they just fall in love with this solution because it is by far the best solution how ever you look at it.
    If anyone would like to see how great this solution is please email us at and we can schedule you a free 15 minute web demo with one of our security specialist.
    You can also call Romeo Villasenor at (949)-625-6549 to schedule a time to join us for a free 15 minute demo with one of our security specialist or to request a link to quick 5 minute demo video on our email encryption solution.

  • Thank you Robert for your feedback on our email security solution, Delivery Trust, we appreciate it!
    I would like to note, however, a few updates:
    – Expiration of emails are no longer are capped at 30 days, there is an unlimited option if desired
    – @Andy – We are providing end to end encryption, not server to server
    – @Edward – Email + attachments are encrypted at the source through Delivery Trust, then delivered through an SSL connection to our encrypted server. So even during transit and at rest in our secure server, there are multiple layers of encryption on each individual email/file. If emails are deleted immediately from your servers you lose the audit trail required by e discovery; very important in many professional industries
    – Our services are not solely available to Outlook users, any pop/imap email user not driving to Outlook would be able use our encrypted web portal rather than through an Outlook interface.

    Thanks again Robert. For those interested in learning more, feel free to check out our website @

    Will Simpson
    Identillect Technologies