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I’m working on a site that exposes endpoints over HTTP and HTTPS through Azure Web roles.
We’ve done some updates to the database, and to force the sites to re-populate their cache we’ve rebooted the roles. Now, however, the SSL endpoints no longer work – connections to the server are broken.
We’ve tried reimaging the instances, which also didn’t help.
Answering my own question to serve as reference for the future:
We’d removed the certificate used for Remote Desktop access to the site.
Interestingly, this caused the SSL side of the site to fail, but only on a reboot.
Our fix was to replace the certificate, then do a full redeploy to staging and a VIP swap.
It does appear that the load balancer is very sensitive to its certificate configuration. I’ve found before that if there’s any issues with any of the certificates in a package that the load balancer just stops working with no error in the log.