ISC StormCast for Thursday, October 12th 2017
SANS Internet Stormcenter Daily Cyber Security Podcast (Stormcast)
SANS ISC Handlers
4.9 • 754 Ratings
🗓️ 11 October 2017
⏱️ 7 minutes
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Transcript
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| 0:00.0 | Hello, welcome to the Thursday, October 12th, 2017 edition of the Sandin and Storm Center's |
| 0:06.1 | Stormcast. |
| 0:07.5 | My name is Johannes Ulrich Entertainment recording from Singapore. |
| 0:11.1 | Let's start with a little bit additional information about this week's Patch Tuesday. |
| 0:17.8 | First of all, there was one update that's pretty significant that didn't really |
| 0:23.2 | point out when I sort of discussed it earlier this week. And that's S-Mime in Microsoft Outlook. |
| 0:32.7 | S-Mime is typically used to encrypt emails and under certain conditions Microsoft Outlook |
| 0:40.3 | will encrypt the email but retain an unencrypted copy of the email and send both to the recipient. |
| 0:49.3 | Typically you're using S-MIME in order to accomplish end-to-end encryption between the sender and the recipient. |
| 0:57.0 | It's different than TLS encrypts data as it's being transferred from the sender to the mail server or between mail servers. |
| 1:07.0 | But the TLS does not actually encrypt the file as it's being saved by the mail client. |
| 1:14.4 | S-Mime is different in that way and as such it's usually considered more reliable and secure. |
| 1:21.1 | The problem here with Outlook was that if you sent an email in plain text and then encrypted it using S-Mime and Outlook, |
| 1:32.1 | it actually sent it as a multi-part message. |
| 1:35.6 | One part was properly encrypted, but the original content was just included as a second part |
| 1:43.1 | to the message. So the recipient would open the message, it second part to the message. |
| 1:44.3 | So the recipient would open the message, it looked encrypted to the recipient, but really wasn't. |
| 1:51.0 | Apparently this has been going on for about half a year. |
| 1:55.0 | Now if you send emails as HTML emails, then the encryption worked properly. By default, Outlook does send emails as HTML, |
| 2:05.6 | so those emails were not affected, but if you reply to a plain text email, then Outlook usually |
| 2:12.6 | uses plain text. Also, if the message was sent to a remote user that used a different exchange |
| 2:20.2 | server, then typically the unencrypted part got removed. So for the most part, disaffected |
... |
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