Let Outlook Check For TLS

Check Security Directly in Outlook

With the CheckTLS Outlook Add-In, Outlook checks for TLS encryption when it sends an email. It checks all the addressees (TO:, CC:, BCC:) before sending the email to anyone.

You Are Responsible For What You Send

When you send an email, you are responsible for making sure that email is secure as it goes over the Internet.

Email uses TLS encryption to make sure no one can read email on the Internet. Yet email is designed to "get the mail through" no matter what, so your email will switch to plain text if encryption fails for any reason. (You can check that your email will "get the mail through" at //email/test Mandatory From:.)

So no matter how good your email system is, the other side can cause your emails to be out on the Internet in plain text.

You can use our //email/test To: to check the other side, but just because it is secure today does not mean your email tomorrow will be safe.

Check Security On Every Message

The CheckTLS Outlook Add-In checks for TLS encryption every time you send an email.

Email Security Compliance

The Add-In can satisfy HIPAA, PCI, GDPR, etc. requirements. It is immediate, at-the-source, email security compliance.

Puts A Person In Control

If there is a security problem, the Add-In stops the email from going to anyone and it lets you decide what to do. You can make the email safe by removing the problem email recipients or removing the confidential information. Or you can choose to not send the message at all, or you can decide to take the risk and send the message anyway.

You make the decision what to do with email security problems immediately, while the email is fresh in your mind, not later when a bounce comes back.

No More Scattered Emails

If you have ever replied-all to a group message, only to have a bounce or two come back, you know what this means. When you get a reply-all bounce, you realize that the original message also bounced, so some people never got the original message. The same is true for in-line encryption devices and services. They return a copy of the original email for each addressee that is not secure, and they do nothing to inform the rest of the group that someone(s) did not receive the email.

With this Add-In there are no bounces. You remove the insecure address or remove the confidential information and eliminate the problem before it happens.

Is It Really HIPAA/GDPR Compliance

Compliance requires that protected information is not readable by anyone but the intended recipient.

For email, an acceptable way to do that is to use TLS encryption during transport. For modern email systems, that means making sure that both sides (send and receive) have TLS properly setup and enabled.

Since you have control over your email, and you (should!) know when it changes, you only need to verify that you send email using TLS once, and then every time you make a change. Our //email/test From: is a fast and easy way to verify that you use TLS to send email.

Since you have no control over everyone else's email, use the CheckTLS Outlook Add-In to check the receive side each time you email something.

When you know that both sides use TLS, you know that your email will be encrypted, and you are compliant with your email transport security requirements.

And since this site focuses on testing, we also suggest you test both how you send (//email/test From:) and how you receive (//email/test To:) email regularly, because no matter how sophisticated your email security device(s) are, if they fail they can silently fall back to plain text email and you may never notice.

A final note on security: For organizations with strict security requirements beyond just "TLS, yes or no", such as the acceptable version(s) of TLS and ciphers, the tests on this site, and the Add-In, can enforce those as well.

More Information

Information about how the Add-In works inside Outlook can be found here.

The Add-In protects your information and is very safe to install. It does not send email addresses, and it runs inside a Microsoft's ClickOnce "sandbox" on your PC. More information is available here.

Pricing information and a cost calulator can be found here.

The License Agreement can be found here.

Uninstall/Remove instructions can be found here.

Troubleshooting instructions can be found here.