A content management system streams variable length segments of content items to client devices. The content management system stores a content item and makes the item available for access by one or more client devices. When a client device requests the content item from the content management system, the content management system sends the content item to the device by streaming the content item in segments. Specifically, the content management system partitions the content item into a sequence of variable length segments. An initial portion of the sequence includes rapid start segments that are configured as being the smallest segments in length from the sequence. A subsequent portion of the sequence includes the remaining segments having longer length(s). The content management system streams the segments to the client device in sequential order and in a streaming format.