Advanced Cisco Umbrella features, such as SSL Decryption through the intelligent proxy, and the ability to block your own custom URLs, require that you install the Cisco Umbrella root certificate. Other features, such as File Inspection, gain greater efficacy from having the certificate present as Umbrella is able to proxy and block more traffic.

The Cisco Umbrella root certificate is required in any circumstance where Umbrella must proxy and decrypt HTTPS traffic intended for a website. The Cisco Umbrella root certificate is required for these core features:


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Advanced Cisco Umbrella features, such as SSL Decryption through the intelligent proxy and the ability to block your own custom URLs require that you install the Cisco Umbrella root certificate. Other features, such as File Inspection, gain greater efficacy from having the certificate present as Umbrella is able to proxy and block more traffic.

As a network administrator of an Active Directory network environment, you can automatically install the Cisco Umbrella root certificate in all of your users' browsers by creating a Group Policy Object (GPO) on your Active Directory server. This can be created by using either the Microsoft Management Console (MMC) or the Group Policy Management Console (GPMC).

You have now created the Group Policy Object to install the Cisco Umbrella root certificate on all of the computers in your domain. The new policy may not take effect immediately on all client machines. By default, the background synchronization processing happens every 90 to 120 minutes at randomized times. Rebooting client machines forces the synchronization.

You can check that the Group Policy has propagated to all computers in the domain by opening your browser on a workstation, opening Tools > Internet Options > Content > Certificates > Trusted Root Certification Authorities, and ensuring that the Cisco Umbrella root certificate is present.

By default, Group Policy cannot configure Firefox and, in general, deploying the Cisco Umbrella root certificate can be difficult for Firefox users because there is no built-in way to centrally manage Firefox. For information on how Firefox can be configured to trust certificates in the Windows certificate store, see Configuring Firefox to use the Windows Certificate Store.

Deploy it in a Configuration Profile. Add the "Certificate" payload into the profile, and you'll have an option to select the certificate (.cer or otherwise) from your device and add it to the profile. Set any of the other options in the payload you need to. It can then be scoped and pushed to any Macs you want.

Just keep in mind if the profile becomes removed from the Mac, the certificate will get removed as well. It's not the same as if it got installed manually or via a script, but I don't recommend going the scripted way anymore. Pushing it in a profile is easy, nearly instantaneous and sets the trust for the certificate properly.

It was something along the lines that if the certificate is compromised, then this bad thing can happen to us because now we trust the cert because it's in our cert store...... It is a self-signed cert from Cisco only for HTTPS inspection.


So there is some misconception on what Cisco Umbrella uses that root certificate for. They DO NOT in fact use it for SSL decryption like your typical firewalls or in-house content filters would employ. Cisco Umbrella only uses it to redirect a blocked website to Umbrella's "This page has been blocked" website; otherwise, without the certificate, the user would get an invalid certificate warning page (if redirected to a block page).

But going back to your original question, I feel the concern from your peers is that Cisco Umbrella is providing the same root CA certificate to all its customers with their incorrect assumption that it is doing deep packet inspection (being able to see secure traffic as clear text like seeing Google searches, or usernames and passwords to banking sites, etc...), thus anyone having that certificate (i.e.. any Cisco Umbrella customer) would allow users outside your organization to peer into your secure network traffic. But again, because this is NOT what that certificate is doing as stated by Cisco Umbrella documentation, there is no security concern.

Unfortunately no this is not possible on the ASA. If you don't have an MDM then your options are limited. You'll have to distibute the root cert file somehow to these MAC users and get them to manually install.

IP Layer Enforcement, Intelligent Proxy, SSL Decryption and blocking of custom URLs are just several features that require the Cisco Umbrella certificate to be installed. With the certificate, we can use said features that significantly add to your security posture.

Screenshot of SSH session to Ubuntu showing certificate error due to Umbrella certificate.For a sanity check of sorts, we can double down by confirming the problematic boxes in Umbrella. By running an Activity Search, we see the exact URL logged in Umbrella and the action of selectively proxied. This confirms Umbrella is intercepting and proxying DNS queries and, thus, the root cause of failing services, applications and commands from the previous computers!

Digging around for solutions to this problem I found this website telling me to add a certificate called Cisco Umbrella "Root CA" to my keychain and then set it to "Always Trusted." This appears to have fixed the filtering problem on my MacBook. Edit: this isn't true, I don't know why it appeared to work for a while, but it doesn't anymore.

Although the error is expected, the messages displayed can be confusing and annoying and you may wish to stop them from appearing. To avoid certificate errors when accessing the block page, you must install the Cisco Umbrella Root CA for your browser. The procedures in this article describe the manual methods for installing the Cisco Umbrella Root CA in Internet Explorer/Edge/Chrome, Firefox, and Safari browsers on an individual computer.

Departmental IT administrators and UBC Edge Administrators should login to the UBC Cybersecurity Confidential Communications website (CWL username/password) OR contact the UBC IT Help Desk to gain access to the documentation for more automated methods of certificate deployment to UBC owned computers, especially those on EAD.

That's my major concern at the moment.

When I'm NOT on my local network, then I'm not seeing that Cisco Umbrella Root CA as the root CA for various websites.. When I AM on the local network, then I am seeing it.

I've isolated it in the sense that I've turned off my wifi, and I'm still seeing the problem on my desktop that is directly plugged into my local network, so I'm thinking it isn't the wifi units.

TLS interception will break developer workflows in unexpected ways. Allow lists might work but there could be a lot of hosts to add, including wildcards, and will likely change over time. Is a transparent proxy possible instead? That would still be able to sniff certificate data so can pick out the host names without breaking TLS connections (although I think this was purposefully designed out in TLS 1.3 for privacy reasons).

If an allow list is the route to go then the obvious ones are possibly:

I also would like to note that I found a recent posting about a similar problem with untrusted certificates and I tried the suggested fix of disabling Eset's SSL scanning, rebooting, and then re-enabling and rebooting again. This did not resolve my issue as I believe the two problems, while sounding similar, are completely different.

It would appear that the reason I'm getting this popup is because the certificate is not installed in the Certificate Store. Is this safe to do, and if it's an OK certificate, why is it not already installed? I guess I need a little guidance to what exactly is going on here, and why out of the blue this has started happening.

Both IE11 and Edge use the Windows root certificate store for validation. Chrome and I believe FireFox use their own root certificate store's for validation. I really don't know why the URL noted in your screen shot would be validating to Cisco Umbrella certificates. If this is some necessary communication you need, the only way to allow it would be to import the Cisco Umbrella root certificate into Firefox's root CA certificate store. e24fc04721

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