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On TLS 1.3 the server rejects a client without a certificate only after the client has finished its side of the handshake, so the client notices either when it writes the request or when it reads the response. CI saw the write fail on Windows (OpenSSL) and once on macOS (Mbed TLS), which ClientCertMissing did not accept. Co-Authored-By: Claude Opus 5.5 <noreply@anthropic.com> Claude-Session: https://claude.ai/code/session_01WGAYpQgXt95LdDQcJYgjB8