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Re:Ask HN: Want to study SSL, HTTPS, and the works. Where to... by schoen on Tuesday June 20, 2017 @07:52PM (#14599533)
I hear good things about Bulletproof SSL/TLS by Ivan Ristić:

https://www.feistyduck.com/books/bulletproof-ssl-and-tls/

There was also a nice web page presenting all kinds of PKI concepts that I came across a few years ago but haven't been able to find since then. :-(

Re:Ask HN: Want to study SSL, HTTPS, and the works. Where to... by surds on Thursday June 22, 2017 @01:24PM (#14613805)
That book should cover pretty much all that I am concerned with. Thanks!