Hi Tim!
So I’ve got my webhost to take another look. Here is what they did:
They tried to install it with and without cURL.
They installed a plugin called core control and it was able to generate the errors both with and without cURL enabled.
Without cURL this is the error: “http_request_failed Could not open handle for fopen() to https://jetpack.wordpress.com/jetpack.register/1/”
They opened port 443 on my server because the plugin tries to connect to https:// and still get the error.
With cURL enabled, this is the error: “http_request_failed connect() timed out!”
I hope this info is helpful and takes us one step closer to a solution.
Have a great weekend!
-Albert