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I would start by testing if you can resolve acme-v02.api.letsencrypt.org from the PiHole and if not, see what you need to unblock that.
https://discourse.pi-hole.net/t/pihole-blocking-dns-queries-to-letsencrypt-unable-to-obtain-certs-behind-pihole/47423/4
Did some more testing to get some details. The error I am getting from Traefik is that Cloudflare cannot create the record because it already exists (PiHole already has the entries). If I delete the records from PiHole, Traefik can then create the TXT records in Cloudflare.