Piware not working properly

That’s how it’s supposed to be.

You switch it on, wait 10 minutes and then claim the site: PiAware - Claim and Link a Brand New PiAware Ground Station - FlightAware

It shouldn’t be necessary, but you can add this to the configuration:

wireless-country US

These are the shorthands for other countries: https://www.arubanetworks.com/techdocs/InstantWenger_Mobile/Advanced/Content/Instant%20User%20Guide%20-%20volumes/Country_Codes_List.htm

If that doesn’t work, try the Ethernet connection.
If that doesn’t work, you’ll need to connect a monitor and keyboard to diagnose the issue.

You’ll have to have your device on the exactly same network as the RPi for the claim link to work.
If it’s on the WiFi, you should be on the WiFi as well, some routers don’t consider it the same network otherwise.

What version of RPi is it?
Which sd image version are you using?

Have you checked with your router if the RPi is assigned an IP address?
In that case you can connect via putty: For Beginners - How-to SSH to RPi - Setup Putty in Windows

Without actual commands on the device, there is very limited debugging advice i can give you.