Many many ways to do this, Garrett's got the scripting and scene director methods covered. Another way would be to put the videos into the Sequencer as take items. Where each video is its own take item. You could do that by either dragging and dropping from file browser into the Sequencer, or you could create a "drop scene" with a published background object and put that into the Sequencer multiple times and change the face of the published quad with the different videos. You can change the take items to all be on different layers of the same output. Put all the take items into their own new Sequencer group and change the Playout Mode of the Sequencer Group to "Timed" and change the Item Timing to "Fixed Item Duration" and set the frames field to 20.Now if you put this Sequencer Group online it will automatically advance through the take items in the group.
Picture of setup:
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