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As reported in <https://github.com/ruby/ruby/pull/12823>, check_supported_protocol_versions is unstable and occasionally fails with Errno::ECONNABORTED during SSLSocket#connect on Windows. When the server-side SSLContext specifies an unsupported SSL/TLS protocol version, start_server accepts a TCP connection but closes it without reading ClientHello, as SSLSocket#accept immediately raises an exception. With Winsock, this can cause the client-side SSLSocket#connect to raise Errno::ECONNABORTED. While the simplest fix is to add rescue Errno::ECONNABORTED, this method can be simplified. Instead, let's set up a server that accepts all protocol versions and test client connections with different settings. https://github.com/ruby/openssl/commit/aa7f03e18f