Thank you for a very detailed response @francislavoie.
I am not aware of the problems I may run into. I am assuming Caddy will manage all those certificates for me.
Is there a number we can put on the amount of certs; before we can call it large to manage and can be a problem? Say, if I am running 500 communities on my SaaS each with their own subdomain or a mapped domain; what are the problems I am likely to run into?
I’ve read this article by Matt before I jumped from NGINX to Caddy: Serving tens of thousands of domains over HTTPS with Caddy