Embodiments herein provide a method, computer program product, etc. of measuring a large population of web pages for compliance to content standards that require human judgment to evaluate. The method performs an automated analysis of a web space, comprising gathering information about structure and content of the web space. The performing of the automated analysis further comprises creating first data and second data. Specifically, the creating of the first data comprises creating page-relationship data based on a directory tree structure of servers in the web space or link distances amongst pages in the web space. The creating of the second data comprises analyzing web page content, comprising creating compliance-indicating data and/or content structure data for pages in the web space. In addition, the performing of the automated analysis can comprise performing the automated analysis on a web space that lacks objective standards violations that can be identified using software.