The Skype Meetings App has been a step backwards for us unfortunately. It appears to attempt to access HTTPS resources directly, indicating that it may not be coded to respect the system web proxy configuration. So we used to be able to join other external companies' Skype meetings when we used the pure SfB Web App but now it's a standalone app that hasn't been properly coded, we now cannot join SfB Online meetings.
We are on a government network with tight security controls. All web must pass through our web filters. Non-web traffic is rarely allowed directly out.
I don't think we should have to open our firewall when we have a perfectly good web proxy solution which has already been configured to permit the requests.
I note the requirements also refer to UDP ports. Are these necessary? The traffic can't be encapsulated in HTTPS packets and therefore then sent through to the system configured web proxy?
I saw a similar situation to this when the OneDrive team re-coded the iOS OneDrive app from the ground up. They forgot to include proxy support in the initial release. I wrote to them via a blog like this. The issue was acknowledged and within a month they released a fix. I'm hoping it's the same thing here. You just need to code-in the support for web proxies. The issue appears to exist on both Windows and macOS.
Also we're looking at the firewall traffic and seeing SfB activity trying to get to a 10.56.x.x IP address. We don't think we have anything using that address on our infrastructure. Is it possible you've got some debug code in there still or something similar and you guys use 10.56.x.x internally?
Thanks.