cloudflared service itself has been running fine. If there were other issues, such as connectivity, then I don't know. Didn't experience any.
OTOH, I'm beginning to migrate to pfsense and pfblockerng at home. So, it is possible that I may retire my pi-hole at some point. Currently I'm running both as I transition and test.
I migrated away from cloudflared to dnscrypt-proxy because cloudflared didn't start up properly for me. On each reboot I had to manually stop and start it otherwise it was flooding the logs with failures. It was a bit weird and frustrating to diagnose.
OTOH, I'm beginning to migrate to pfsense and pfblockerng at home. So, it is possible that I may retire my pi-hole at some point. Currently I'm running both as I transition and test.