Probably when they have some form of advertising or major market adoption of steem. Video is a lot of storage and bandwidth and that doesn't come for free. Although there are some projects to try and leverage P2P blockchain technology to serve as a CDN though so maybe that will solve the issue.
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@contentjunkie You're right that video hosting would be expensive and demanding on it's own, I can imagine trying to incorporate into a system like STEEMIT would be insane.