Video indexing
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For the time you could spend trying to have your own videos indexed, I would post it on YouTube. Google certainly seem to favour anything and everything posted in there over other sources. Post it, mark it up accordingly and there is no harm in them embedding it in your own site.
Someone else might have some ideas for you, but I personally never bother with self hosted if It is something I want to have indexed.
-Andy
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Check out the guidelines on how to markup video content https://developers.google.com/webmasters/videosearch/schema, this will be able to aid you in the indexation of the videos.
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I started using Wistia a while back for my video hosting because of the SEO advantages. Currently the only advantage seems to be on page SEO if you ask me. None of my videos seem to ever show up in SERP results. I think at some point last year Google pretty much removed most videos from SERP results that weren't YouTube videos. I read an article from the MOZ blog last year that was pretty helpful. Hopefully it will answer some of your questions.
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I'm inclined to agree that YouTube is the easiest, quickest way to get your videos indexed. Google is showing fewer video snippets overall than they used to, so that is likely contributing to your not seeing video snippets as well. Spending some time optimizing your YouTube descriptions so that they're unique and descriptive, plus including links back to your site in the description, your profile, and the video content itself would definitely be worth doing. If you don't want to lose the potential links & shares that having a great video on your site can attract, think of ways to enhance the page the video embed lives on - what other ways beyond the video could you make that page a great resource?