thetrials

New version to fix this issue is pending approval.

No worries...my testing indicates that there is just too much Ajax stuff going on that will still trigger the script on an ajaxcomplete event, and then you've got the preload functionality of the video/audio too.
I've got some spare time early next week to have a look at reverting the functionality to the backend and dropping the JavaScript method...shame, but it is what it is. Hopefully have a new version out for end of next week.

Here's my latest update on how I got everything figured out: 
1. Utilizing the set-up I referenced above for the usawxcdn, I had to wait about 10 minutes and then Cloudflare seemed to kick in with its SSL certificate.
2. The fix re. Full vs. Strict SSL enforcement on Cloudflare did work as well. However, I had to first switch the setting off and then switch it to Full. It didn't seem to take until I did that.
With all that said, I have everything working as expected. Thanks to all for the tips in this thread, all the information together helped me to get this up and urnning. 

Yep, definitely helped. Needed the custom Certificate.

Yup that's similar to what I did. You set up a distribution on CloudFront pointed to S3. I then added a DNS entry for images.xxxx.com. In IPS,  my endpoint still is s3.amazon.com, but at the bottom I enabled Custom URL and have the images.xxxx.com entered. Now all my images are served off of CloudFront as opposed to S3. In terms of SSL the Custom URL I'm using is https and I also set up a Custom SSL certificate in my CloudFront distribution. Once all this was set everything is now being served via CloudFront. It works pretty well. 
Hope this helps, I know it's simplistic, but once I understood it conceptually it was fairly easy to implement. 

Thanks for the detailed response, and it confirms my understand of what is occurring. The videojs fallback I think would be a great solution. I was testing last night in my mods only area, and having to explain to each user the nuances of what is occurring. I'm definitely going to leave the plugin in-place but I don't think I'm going to market it hard because of the confusion that may happen amongst users, since many just expect things to "work". Absolutely not your fault at all, and obviously an issue on the end of the browsers/too many codecs out there. I'm more than willing to throw a beta version on my server as well once you go down that path, since this is something our users have been asking for, for a long time.
I'll be watching for the updates!

Hey @Nathan Explosion just bought your plugin, which is awesome. Though I did notice something strange. When embedding an MP4, it plays on Chrome on all devices. But on Safari on my iPad it does not play back. I'm assuming it's an encoding thing, so I was wondering if there was a way to force some sort of compatibility? From what I can put together the video is dependent on browser support, but it seems Chrome and Safari don't support all encoding codecs of MP4. I can share with you a login and sample via PM if you want to take a look or the file that I used. Thanks