SOLVED TrueNAS Core behind cisco umbrella cert

VulcanRidr

Explorer
Joined
Jan 5, 2015
Messages
59
I'm posting this in the Core forum because that is what I'm running, however it likely applies to Scale as well. I have multiple TrueNAS' at work, and sometime since the release of 13.0u5.3, I am no longer able to get to update-master.ixsystems.com, either in the gui or in the command line. According to the command line, it is because of our cisco umbrella setup. When I try to wget the trains.txt file from update-master, I get

Code:
ERROR: cannot verify update-master.ixsystems.com's certificate, issued by ‘CN=Cisco Umbrella Secondary SubCA nyc-SG,O=Cisco’:
  Unable to locally verify the issuer's authority.
To connect to update-master.ixsystems.com insecurely, use `--no-check-certificate'.


I uploaded a copy of the umbrella certificate to system -> CAs, but I am still unable to reach the site from the GUI or wget. Is there some other place that this cert needs to be uploaded? I wanted to ask, since I remember the adage about not "doing things on the command line behind the gui's back"...
 

VulcanRidr

Explorer
Joined
Jan 5, 2015
Messages
59
Turns out that the security team had to not only allow update-master.ixsystems.com, but also add a cname record (in umbrella?) for link.storjshare.io" to allow that our NAS' to be able to update.
 

unseen

Contributor
Joined
Aug 25, 2017
Messages
103
I view Cisco's Umbrella product as corporate spyware. It does a man-in-the-middle attack on all https connections originating from within the company's network. It can decrypt and read any connections that it allows. It most likely logs them as well.
If your company uses CIsco Umbrella, never connect with saved credentials or log in to anything personal from work.


I find it more than creepy, knowing what it can do and how it does it by deliberately compromising the SSL certificate trust chain. The reason your TrueNAS installation had a problem with it is because the Umbrella system can't use a Windows Group Policy to install the rogue certificate on it to intercept its connections.
 

VulcanRidr

Explorer
Joined
Jan 5, 2015
Messages
59
I view Cisco's Umbrella product as corporate spyware. It does a man-in-the-middle attack on all https connections originating from within the company's network. It can decrypt and read any connections that it allows. It most likely logs them as well.
If your company uses CIsco Umbrella, never connect with saved credentials or log in to anything personal from work.


I find it more than creepy, knowing what it can do and how it does it by deliberately compromising the SSL certificate trust chain. The reason your TrueNAS installation had a problem with it is because the Umbrella system can't use a Windows Group Policy to install the rogue certificate on it to intercept its connections.
I completely concur with all of your points. Which is why, as a remote worker, I do all of my searches, log into my email, or other sites, on my personal desktop machine. As I recall, wasn't the Opera mobile web browser caught doing something similar back in the day?
 

unseen

Contributor
Joined
Aug 25, 2017
Messages
103
I completely concur with all of your points. Which is why, as a remote worker, I do all of my searches, log into my email, or other sites, on my personal desktop machine. As I recall, wasn't the Opera mobile web browser caught doing something similar back in the day?

My memory fails me on Opera doing something like that, but I don't doubt you. Very naughty of them.
Another good reason to stick with Firefox! :)
 

VulcanRidr

Explorer
Joined
Jan 5, 2015
Messages
59
My memory fails me on Opera doing something like that, but I don't doubt you. Very naughty of them.
Another good reason to stick with Firefox! :)
As I recall, it was found out in the mid-noughties, about the time I got my Nokia N900. I stopped using it immediately. I also agree with only using Firefox. It has it's blemishes, but it is still the best game in town. Especially since I found the TabStash addon, which allowed me to cut down from my ridiculous number of tabs and tab groups to be able to keep my open tabs pruned down to about at any given time. :D
 
Top