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"It started as a weekend stress-relief hack "

"This isn't terribly surprising, since I wrote it to scratch my own idiosyncratic itch"

This is hacker news remember.

How can I forget, right? Hackers unite.
Yes we should.

Technically OP should have prefixed with "Show HN:" which is what it is perhaps.

Not all "Show HN:" posts exhibit brilliance or originality or solve a problem or as in this case solve a problem for the OP for which there is already an outstanding solution (I guess originality), but the existing solution doesn't fit their use-case.

And you know as hackers (I still am at 48 yrs old) if there's an itch needing to be scratched why not show off a bit of code, it's one of the best things about HN, we learn so much from each other this way, either through (constructive) criticism or just looking at a nice bunch of code.

So, yes, hackers unite.

Searching Caddy's Github repo, 0 hits on 'livereload'. I usually do the python or ruby one-liner when I need a quick webserver, but if devd does dead simple LiveReload I might start using it just for that.
No support for livereload.