I don’t know how easy it would be to migrate to your own local machine, but what you’re describing sounds like Desktop-as-a-Service. All of the major cloud providers offer this in some form.

If you take out the employer-side taxes and cost of benefits, maybe. A fair number of their employees must be software engineers, and that much compensation isn’t unreasonable for expert software engineers.

If you expose port 80 on the PiHole service, can you login? Are you certain it’s a problem with Traefik? The PiHole could just be having problems.

You might also look into the 302 redirect that PiHole does upon login. It might not play nicely with Traefik.