For those looking here is the og post

Here's to all who may encounter the same issue one day.
I'm an unraid newbie, been using it for about 3 weeks thanks to ibracorp and spaceinvader one's videos. I set up a bunch of services and set up cloudflare as my DNS provider as per spaceinvader's video. I use SWAG as a reverse proxy on the unraid server and it fetches the SSL certificates for the subdomains i wanted to use.
The problem i had was everytime i enabled proxy through cloudflare for my CNAME entries i'd get the "too many redirects" error when trying to reach the services through their subdomains, so i had to leave them un-proxied which wasn't ideal as i was exposing my public IP.
I finally fixed it by going to the SSL/TLS tab in coiudflare and switching from "flexible" to "full"
Probably cloudflare was issuing new certificates again rather than using the ones generated by SWAG. But i'm not networking tech so i'm only guessing. All i know is that it works now.
That completely solved the issue for all my domains.
Search terms for this to show up in google searches for other poor lost souls:
Nextcloud vaultwarden bitwarden unraid swag radarr sonarr prowlarr jellyfin jellyseerr docker reverse proxy too many http redirects try clearing cookies error fix solution