In order to use WebHook URLs in Github, do I need to be logged into my web server using ssh? I cannot seem to get WebHooks to work and I thought maybe this would be a problem.
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Not really. This is what Github has to say regarding Webhooks.
Maybe you are not processing the JSON received from Github properly. To test, you can just create a temporary bin on RequestBin, add this as the Webhook URL on your Github repo, and hit the
Test Hookbutton.