The push for a more secure web got a boost two years ago when Let’s Encrypt--a free, automated certificate authority--was made available to everyone. It only takes a command-line tool and a few keystrokes to securely serve almost any website. But what does it take to secure 10,000 websites? Let’s see what it takes while detailing the available PHP tools, the changes in process and architecture needed to handle a large number of domains, and the inevitable surprises that appear.

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Good session, just not applicable to anything I'm working on right now.

If you're running into edge cases when installing certs, this is some choice info.