There seems to be some controversy around whether or not SSL Inspection should be used by businesses. What is your opinion - should they be used, and if so when? Conversely, what are reasons for not using SSL inspection?
I am a proponent of SSL inspection, as long as you have another function/service that is evaluating that traffic like URL filtering or DLP. The biggest reason I have seen is that all sites are going to https, so there is no granularity for URL filtering unless you are doing SSL inspection. Most URL filtering can categorize based on the full URI, but without SSL inspection you will only see the base. Example, without SSL your services will only see "www.itcentralstation.com" going to this page. With SSL inspection you will see the full URL, "www.itcentralstation.com/questions/when-should-companies-use-ssl-inspection?...", giving the URL filtering service more information to categorize. Another good example are blog sites. without the SSL inspection, all the blogs look the same, with inspection the ones that you want to block can be identified.
Where not to use SSL inspection, in personal related destinations like health, banking and sites that fall into similar HIPA and PII categories.
One thing you will run into with SSL inspection is that some sites, especially security related sites, will have issues with the "man in the middle" generally used for SSL inspection, so you will run into issues where you have to bypass sites like this as well.
SSL Inspection is great for corporate/organizational security as it allows you visibility into the traffic going across the network. It can also break access to some sites as it is technically a man-in-the-middle. (Anything requiring certificate authentication.) If you're going to do it, you really need a login banner for your systems that advise users that their activities are being monitored. You'll also need to install certificates on people's PC's. This won't work for guest users. I wouldn't store decrypted content though as you will have to safeguard that data as it will contain sensitive information. (Is it really worth the risk?)
In general, there are some vulnerabilities in SSL that you should try to mitigate whenever possible. SSL inspection should help indeed.
These days you should use it no matter if you are a home user, it is about security, and it will be easier each time to have leaked on your personal or professional info, a serious IT guy always should say you should use it.
I used to be against this but leaning the other way now since just about every site is encrypted. I think some sites need to be avoided like banking, credit card processing, payroll, etc. Management, and especially the Accounting Dept needs to be in the loop.
SSL Inspection or HTTPS Inspection is the process of intercepting SSL encrypted internet communication between the client and the server. The interception can be done between the server and the client and vice-versa, SSL Inspection intends to filter out dangerous content, such as malware. This inspection is also called Deep SSL Inspection or Full SSL Inspection. It allows the user to do web and email filtering, antivirus scanning, etc.SSL inspection not only protects you from attacks that use HTTPS, but also from other commonly used SSL-encrypted protocols, such as SMTPS, POP3S, IMAPS, and FTPS.
We don't use it yet - but I am exploring my options here. I believe its the only way to identify exactly whats coming into the workspace
For large companies SSL Inspection is often problematic, especially with the release of TLS 1.3 which is resistant to man in the middle attacks which is what SSL Inspection is in essence. The financial services industry fought long and hard to prevent the TLS 1.3 standard from blocking MiTM attacks since they depend heavily on it. The solution for TLS 1.3 is to use large terminating proxies to terminate the connections on either side of the conversation on PCs they wholly control.
A better approach is to scan for content prior to (or after) encryption which means a host agent on your users' machines.
Overall, i believe SSL Inspection is a losing battle as more sites adopt TLS 1.3 and more sites will break as the result of trying to use that technology unless you need to tightly control all communications. Consider the culture of companies that allow people to bring their own machines (BYOD) and are more collaborative in nature with guest/partner/vendor machines allowed on their networks. Does you company value stringent security or security that does not get in the way?