Methods, systems, and processes to simplify networking setup complexity for security agents implemented in cybersecurity computer environments are disclosed. A request with an intentionally bad Transport Layer Security (TLS) handshake is transmitted from an agent to a server. An indication is received from the server that the request has been rejected. A Round Trip Time (RTT) of the request and rejection of the request is determined. The server is then pinged based on the RTT. The subsequent pinging does not require whitelisting of an additional port and does not negatively interact with network intermediaries that support protocol detection.