I don't think we can help there, unfortunately. 
What OS are you running? Is it Amazon Linux maybe? I might be able to try that out.
I literally just made a video for another user on another discourse thread for the "use case 2" you show above. It's exactly what you're diagram shows. In the video I use a linux virtual machine (running on my local windows) to access a totally private http server in aws. You can watch that, it might be useful. It's only 5m30s long:
Link to that post which has all the CLI commands is here. Where to begin with openziti? - #46 by TheLumberjack
Do let me know what linux variant you're using please? If we can, we'll see what happens when we try it