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For anyone else having this issue, my problem was the example vhost which I copied for this had an exp:^.*(css|js)$ static context, which was hijacking requests for those files meant for the external application. Removing this context resolved my issue.

So I have a java application that acts as a web server running on the same machine as OLS that I wanted to access with a certain subdomain. I created an external web server application, pointed it to the correct address and port, and the web page loads, however it doesn't receive the updates...

I'm trying to allow Server-Side events for an external web server, however I'm not really sure what to set to allow this, and haven't found much in the docs. Currently using a proxy with context, but if there's a better way to go about this, it would be appreciated.

It was a caching issue, cleared my site data and it worked fine.

I use an ALIAS record on my DNS for the subdomain, would that cause any issues? From what I read it still resolves to an IP so it shouldn't cause a redirect. There was no .htaccess in either virtual host.

Yes each subdomain has its own virtual host, with the domain name set accordingly. Updated my original post to be a bit clearer.

I'm trying to have a separate subdomain for my phpMyAdmin Virtual Host (pma.example.com), separating it from my main WordPress VHost, however whenever I try to navigate to to the subdomain, it redirects to the root domain (example.com) sending me to WordPress. I've also tried adding a new VHost...