(Only speaking for Windows because I don't know anything about OSX.) >Do Windows and MacOS have their own libraries separate from OpenSSL? Yes, CAPI/CNG (gene

(Only speaking for Windows because I don't know anything about OSX.) >Do Windows and MacOS have their own libraries separate from OpenSSL? Yes, CAPI/CNG (general crypto) + SChannel (TLS). >Do applications statically link OpenSSL? If they want to. Linux-first programs often have a hard dependency on openssl rather than use pluggable crypto, so they include openssl in their installation package. Openssl can be compiled just fine for Windows after all. >What library does Python use on Windows? Python's ssl module uses openssl on all OSes.