Sounds like you need a Synology NAS…

Thanks, everyone.

I ended up going with {correspondent}/{created_year}/{created_year}.{created_month}.{created_day} - {title}

For those who Google, if you have already loaded in documents and would like to make the corresponding changes to follow the above structure, you’ll have to run this:

sudo docker exec -it Paperless-NGX document_renamer

For the record, this worked with Container Manager within a Synology NAS.

Why did you choose Caddy instead of Traefik or Nginx? I’m on Nginx, but wondering if I’m missing out on anything.