Same behavior as production Linux servers; full feature set (including s_server , s_client ). Disadvantage: Requires WSL overhead; not a native Windows .exe.
As of 2025, with TLS 1.3 ubiquitous and legacy protocols fading, ensuring that your Windows 11 OpenSSL environment is up-to-date (v3.x series) and correctly configured with a proper openssl.cnf and PATH settings is a small but critical investment in infrastructure security. Future developments, such as Microsoft’s gradual embrace of OpenSSL 3.0 in its own products (e.g., .NET 8+), will only increase the relevance of this toolkit on the Windows platform. This paper serves as both a reference and a call to action: incorporate OpenSSL into your Windows 11 security toolkit today. openssl for windows 11