The present disclosure relates to a content supply apparatus, a content supply method, a program, a terminal apparatus, and a content supply system that allow to quickly check content delivered in DASH. A content supply apparatus of the present disclosure includes: a combining unit that generates mosaic CH streaming data by disposing and combining together video of a plurality of pieces of content delivered through viewing channels; a mosaic CH segment stream generating unit that generates a mosaic CH segment stream switchable to/from another mosaic channel at a minimum delay time, based on the mosaic CH streaming data; a USD generating unit that generates a USD having introduced therein a mosaic element related to a screen configuration of the mosaic CH segment stream; and a multicasting unit that multicasts the mosaic CH segment stream and the USD. The present disclosure can be applied to a system that streams content.