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Do you plan to write and update the JSON Schema by hand?

Currently, yes, unfortunately. ;____; We've talked about doing it in an intermediate format, like YAML, which is slightly less painful, but....ugh. Years ago I wrote a very badly-coded-but-essentially-functional tool called Panino, which converted Markdown-to-JSON: https://github.com/gjtorikian/panino-docs/tree/master/lib/pa....

I see that some people have picked up on that and ran along with it, too: https://github.com/apiaryio/mson. So there might be something there to explore.

2. I've never looked into either. I know Swagger is used by several companies, like Twitter, but API Doc is new to me.

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