So I extended the timeout so that my site could contact the wordpress.com server but now I get the following error message:
Your website needs to be publicly accessible to use Jetpack: site_inaccessible
Error Details: The Jetpack server was unable to communicate with your site [IXR -32300].
I have been unable to figure out what exactly the code IXR -32300 refers to. Certainly, my testing site is behind a fairly strict firewall which allows outgoing traffic but not incoming to http. In order to get Jetpack to operate I'd need to know what capabilities to allow through the firewall. What does Jetpack need access to in order to operate successfully? And what permissions might I need to change?