Hi Jarrox,
Welcome to communities!
Skyline Collector uploads encrypted product usage data to VMware over the Internet. If required by your organization, an HTTP proxy server can be configured between Skyline Collector and the Internet.
Below is the External Network Connectivity Requirements
Machine Connection To Connection Type Protocol Port
VMware Skyline Collector vcsa.vmware.com HTTPS TCP/IP 443
VMware Skyline Collector vapp-updates.vmware.com HTTPS TCP/IP 443
Kindly confirm if we are able to reach the about 2 URLs from Skyline collector and if the required ports are open. If we need to use proxy server, kindly enable proxy.