How difficult is it to enable HTTPS on a large website?

Very. The larger the site, the harder it becomes.

My co-worker Nick Craver just blogged about the multi-year journey to enable HTTPS at StackOverflow.com and all our sub-properties (spoiler alert: there is still more work to do!) It is probably the best detailed description of the process. If your boss ever asks you why HTTPS can't be enabled in just a few hours, this is a good resource.

https://nickcraver.com/blog/2017/05/22/https-on-stack-overflow/

Posted by Tom Limoncelli in Security

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