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YouTube testing server-side ad injection to counter ad blockers
(9to5google.com)
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You wouldn't neccesarily need to pay attention to the master and all, probably easier to request the video twice from youtube, detect the bits that don't change, skip timestamps around to only play those bits. Might have a bit of a failure rate if the same ad is served twice, and youtube could fight back by letting creators make slightly different video versions but still better than nothing.