Cannot Run Tasks Against Machines Connected Via Connection Gateway

Are any additional ports needed to be open when managing local tasks on devices outside of the LAN?

I've noticed that I can't start local tasks here against machines connection via my connection gateway:

But if I run a task THIS way, the task runs.

I don't want to have 100 copies of the same task to run agianst specific devices. Just want to be able to run local tasks in the Device Properties window, which would be much easier.

Currently, 13000 and 14000 are open on the connection gateway.