1. uploading an image might cause a parsing response failed error, which consequently fails when uploading a specific image that exceeds the 5 MB limit. 

I would plea to give the error a more directed error message.

this error will spawn when inserting an image aswell as uploading a file

2. In Windows 10, using Windows Key + . emoticons will render correctly in the WYSIWYG editor and on save yet on editing the post they will be converted to ?? 

This should be fixed. 

3. when pasting a https link the link should be automatically parsed as a link, currently it will only be posted as a text string on send / save.