Methods, systems, and apparatus, including computer programs encoded on a computer storage medium, for determining breakpoints in a media item. Methods can include determining a candidate set of breakpoints within a media item. A machine learning model is used to generate a score for each particular candidate breakpoint in the set of candidate breakpoints based on presentation features of the media item. A subset of candidate breakpoints is selected from the set of candidate breakpoints based on the score. A final set of breakpoints is selected from the subset of candidate breakpoints based on a combination of the score for each particular candidate breakpoint and a location of the particular candidate breakpoint relative to a different candidate breakpoint. The final set of breakpoints is stored in a database and during playback of the media item, a digital component is presented when the media item reaches a stored breakpoint.