Delivery of video mail to controlled-environment facility residents via podcasts

Delivery of video to controlled-environment facility residents via podcasts may include accepting a digital video file or series of digital image files, such as from a non-resident, indicated as directed to a resident of the controlled-environment facility. Such video or image files may be uploaded, such as by the non-resident, via a provided user interface. The video file or series of digital image files are converted into a podcast. The podcast is cached in controlled-environment facility content server storage and the resident is notified of availability of the podcast. The podcast may be streamed and/or downloaded, within the controlled-environment facility, to one of the controlled-environment facility resident media devices.