In one embodiment, a device in a network observes traffic between a client and a server for an encrypted session. The device makes a determination that a server certificate should be obtained from the server. The device, based on the determination, sends a handshake probe to the server. The device extracts server certificate information from a handshake response from the server that the server sent in response to the handshake probe. The device uses the extracted server certificate information to analyze the traffic between the client and the server.