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The new media widgets are a new feature in WordPress 4.8 and this issue applies to all of them (text, image, video, audio). Unfortunately it's not as easy as just enqueuing another JS file, but should be possible to support. I will investigate for a future release, but am unaware of exactly when this will be ready at this stage.
Seems that the change to the Text Widget in 4.8 means this no longer works in Tailor?
4.7.5: http://imgur.com/a/QYvKo
4.8: http://imgur.com/a/ID0Hk
I guess this is because some JS needs to be loaded (WP is using the TinyMCE editor I believe)?
https://make.wordpress.org/core/2017/05/23/addition-of-tinymce-to-the-text-widget/
As an aside, being able to load any JS/CSS that a widget might be reliant on in general would be a useful addition to Tailor.
Do you have a roadmap for supporting v4.8 in general?
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