Test outbound connectivity on Windows Server

How can I find out, if network connectivity is allowed to a specific destination address and TCP port?

If you know the destination IPv4 address, move to next step. If not, find the IPv4 address based on DNS name:

nslookup very.important-destination-domain.com

or

ping very.important-destination-domain.com

With the IPv4 address and TCP port known, I can use PowerShell Cmdlet to run the connectivity test:

Test-NetConnection 10.100.190.5 -Port 443

Happy debugging ;)

Further Reading