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why don't you give caddy a try which has let's encrypt baked in.

This looks pretty cool, it doesn't explain how to use Let's Encrypt as far as I can find in the docs, have an example?

EDIT: Looks like it's available in the latest prerelease. https://github.com/mholt/caddy/releases

Yep, check back tomorrow. Meanwhile here's a 28-second teaser video of it working: https://www.youtube.com/watch?v=nk4EWHvvZtI