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I can confirm the issue is memory related, I can see the live Digital Ocean graph hit 95% memory usage followed by immediate SQL errors on all Wordpress installations. The logs for the time period aren't all that useful though. I just get lots of 'null' entities during time we hit the error:

I'm using a 4gb / 2 core Digital Ocean VPS to manage around 30 low bandwidth sites. I've recently installed a Wordpress security plugin (Wordfence), in each installation, so I can use their central dashboard to monitor the security of all sites. The issue I'm having is that when this...

Perfect. I tried using the Virtual SSL tab on the virtual host first (prior to configuring the listener SSL) and it failed. But using it now with the listener configured as it is, all is working perfectly. Thanks for the feedback!

I've recently configured a default SSL listener (over port 443) which is mapped to a virtual host and an associated SSL certificate. This works as planned and the traffic to the site I've mapped to that default listener is encrypted. However, I needed a second SSL certificate for another site...