Ok. Thanks for sharing your install steps. I have a feeling that the problem is that one ore more ports are not addressable. I see you are using the quickstart. I can see port 8440 and 8441 are open on your server but two ports are not. 8442 is not open nor is 10080.
Some things to check. After starting the controller run the following
run verify network
ziti ops verify network --controller-config-file /path/to/controller
For example I broke my network on purpose, you'll see an error
Then run this for the edge router
run this on both routers and make sure things are good.
check your routers are linked
ziti fabric list links
make sure you see one link
run verify traffic
from both the controller and the second router run:
ziti ops verify traffic
Make sure you see the "traffic test successfully detected" message:
If these are all clean and have no errors, download the ziti binary to the windows computer and run ziti ops verify traffic from there
Start there. IF you see any errors, try to figure out what is wrong. Let's see what this shows us