Many independent parties offer a pre-compiled and packaged version of OpenSSL for Windows, but this requires a certain amount of trust in those third parties which personally makes me uncomfortable. On Windows systems, the answer is not so clear-cut. OpenSSL comes pre-packed with most Linux distributions, and most of the time, assuming your system is up to date, using the pre-packaged version from your trusted package manager is absolutely fine. While alternatives such as BoringSSL and LibreSSL do exist, OpenSSL is ubiquitous in the enterprise. OpenSSL is a popular library used for performing various actions around SSL/TLS such as generating keypairs, creating CSRs, and testing connectivity against endpoints encrypted via SSL/TLS. Why would I want to compile OpenSSL myself?
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