Auto SSL w/ no vhost config

Can/will Caddy generate a SSL cert for a domain that is only pointed to the IP address or does there need to be a vhost file setup?

What I would like to achieve is point several hundred domains at an IP address via only a dns A record and have Caddy resolve and pull a SSL cert without any configuration.

Sounds like you’re looking for On-Demand TLS:

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sounds like I need a budget then.

What do you mean?

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