Multiple URL Monitoring with "check_http" and "check_form_submit"

Yes

If your page shows a form you need to fill then it is right. In your big screenshot with the HTTP service definition the user and password is only used for basic auth from the webserver.

that’s i cannot say without seeing the rule definition.

Beside your questions, you need to pay attention to the called URLs. Only the “webpos” check goes to a real web page. The other two get an “301 moved permanently” answer what means the requested URL is not the real target. It is possible that the form check will not work on such a URL.

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