When using the "HTTP/HTTPS" type of watch, does WebWatchBot download the page each and every time or does it use a cached version of the page?

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WebWatchBot does not use the cached version of a downloaded page. Each time WebWatchBot downloads a page, it connects to the website and downloads a fresh version of that page.

To ensure that your network is not caching output, create a Watch Item for the URL http://www.lagado.com/tools/cache-test. When the Watch Item first runs, note the "page serial number", then run the Watch Item again. If the number changes, then WebWatchBot's results are NOT cached. If the number does not change, then the results are being cached.