Abstract: A method and a system for auditing websites for compliance expectations are disclosed. A Website Observer Tool (WOT) may capture network message output (NMO) associated with a website; store the NMO in at least one of a storage device or storage platform; transform the NMO to create transformed output; load the transformed output to a database; aggregate at least part of data from the transformed output to create aggregated content in the database; execute a query to select data from the aggregated content; create a first condition for the NMO based on the selected data as a first expectation; and evaluate the NMO compared to the first expectation to monitor at least one of performance expectation of the website, privacy expectation of the website, or tagging expectation of the website.