Embodiments are directed to monitoring communication between computers using network monitoring computers (NMCs). NMCs identify a secure communication session established between two of the computers based on an exchange of handshake information associated with the secure communication session. Key information that corresponds to the secure communication session may be obtained from a key provider such that the key information may be encrypted by the key provider. NMCs may decrypt the key information. NMCs may derive the session key based on the decrypted key information and the handshake information. NMCs may decrypt network packets included in the secure communication session. NMCs may be employed to inspect the one or more decrypted network packets to execute one or more rule-based policies.