A user data-driven method and system for generating position recommendations for content links on a web page is disclosed. The method and system collect user activity data associated with a set of content links positioned in one or more content position boxes of the multiple content position boxes of a web page during an activity window. An engagement measurement associated with a particular content link of the set of content links during the activity window is determined. A performance delta for a particular content link based on the calculated engagement measurement associated with the particular content link is determined. Multiple predicted user engagement measurements associated with moving the particular content link to a plurality of updated positions is determined. The method and system generate content position recommendations associated with the particular content link based on a comparison of the multiple predicted user engagement measurements.