While I love the premise, it should do a better job of keeping track of active and secure instances of the different services. I've had a lot of trouble with broken redirects.
I sympathize with that problem, but I think Redirector may not be the right tool for that job. Redirector is pretty small and flexible - I imagine pinging servers and rotating hosts in a redirect is out of scope. Have you tried a more full-featured privacy service redirector? Google brought up https://github.com/SimonBrazell/privacy-redirect.