A system and/or method configured to determine highlight segments. Content files that define content in a content segment set may be obtained. A highlight segment set may be determined from the content segment set. Determining the highlight segment set may include iterating (a)-(c) for multiple iterations. At (a), individual content segments included in the content segment set may be selected as a selected content segment for inclusion in the highlight segment set. At, (b) diversity scores for content segments that are (i) included in the content segment set and (ii) not yet selected for inclusion in the highlight segment set may be determined. At (c), one or more of the content segments may be disqualified for inclusion in the highlight segment set for future iterations based on the diversity scores.