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Caddy was the first to default to https.. because it was new. Nothing special about that.

I think you meant the Let's Encrypt was new. They started on November 18, 2014, and Caddy's first release was on 28 April 2015.

Because Caddy was new.

It's still the only popular webserver to default to HTTPS. Others default to HTTP first, and require you to add more config to enable HTTPS.