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Today, organizations are dealing with elastic infrastructure that includes thousands of servers with VMs that are launched and deleted every hour. The people that need to access the infrastructure may come and go in the organization and their roles may change while they are at the organization. This makes it difficult to implement a scalable system of Privileged Access Management (“PAM”) to the IT infrastructure. This guide focuses on patterns and anti-patterns that have we have seen implemented by system administrators building access management on top of OpenSSH systems while trying to adapt to the new regulatory and scalability requirements.