Hi @Dvir Cooper
From this doc, we can see that IE mode supports ActiveX controls (such as Java or Silverlight) and Browser Helper Objects, so it supports IE add-ons.
IE mode also supports Microsoft Edge extensions (Extensions that interact with the IE page content directly are not supported.). I guess that your Edge extension interacts directly with the page content, so it doesn't work in IE mode. IE mode uses the Trident MSHTML engine from Internet Explorer 11, some methods called by the Edge extension will be incompatible with IE. That's why we can't use some Edge extensions in IE mode.
I suggest that you can use IE add-ons in IE mode. Besides, you can also provide your feedback to Edge team by pressing Alt+Shift+I in Edge browser.
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Regards,
Yu Zhou