Systems, methods, and non-transitory computer readable media for dynamically selecting and sending content items to a user device based on various network and device conditions are provided. In some embodiments, a listing of images stored within a user account on a content management system may be generated, and a selection probability value may be assigned to each image within the listing. An available capacity level on the user device may be determined, and images may be dynamically selected to be sent to the user device based on the determined available capacity level and each image's selection probability value. In some embodiments, each image's selection probability value may be based on one or more factors. For example, images that have been recently viewed, recently added to a collection of images, and/or shared within a shared virtual space created by the user, may receive higher selection probability values than other images. In some embodiments, the selected images may be ranked in order of priority for transmission to the user device and sent to the user device in order of rank.