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In the last few years, attack techniques which fall in the categories of “Credential Theft” or “Credential Reuse” have grown into one of the biggest threats to Microsoft Windows environments. Microsoft has stated more than one time, that nearly almost all of their customers that run Active Directory have experienced “Pass-the-Hash” (PtH) attacks recently.[1] Once an attacker gains an initial foothold on a single system in the environment it takes often less than 48 hours until the entire Active Directory infrastructure is compromised. To defend against this kind of attacks, a well-planned approach is required as part of a comprehensive security architecture and operations program. As breach has to be assumed[2], this includes a preventative mitigating control strategy, where technical and organizational controls are implemented, as well as preparations against insider attacks. This is mainly achieved by partitioning the credential flow in order to firstly limit their exposure and secondly limit their usefulness if an attacker was able to get them. Although we spoke last year at Troopers 15 about “How to Efficiently Protect Active Directory from Credential Theft & Large Scale Compromise”[3], we would like to summarize exemplary later in this post Active Directory pentest findings that we classified in four categories in order to better understand what goes typically wrong and thus has to be addressed. For a better understanding of the overall security goals, we classified the findings as to belonging as a security best practice violation of the following categories: Continue reading “TROOPERS16 Training Teaser: Dos and Don’ts of Secure Active Directory Administration”