Adding Callout Symbols to the Outline Page

What I’m trying to do

I am trying to find a way to add the symbols (and potentially colors) of my callouts into the outline tab on the right. The image below is a Microsoft Paint rendition of the effect I am trying to create. My notes for classes can be around 2000 words for a single lecture and scrolling through everything to find callouts I have made is not always viable as I am apt to miss something.

Things I have tried

In the process of looking for a solution to this, I searched all of the plugins with the terms “outline” and “callout.” Nothing I found had anything that addressed this particular function. I did, however, discover the Quiet Outline plugin on the way, which is absolutely incredible.

Even this amazing plugin does not have what I am looking for, however.

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This is a long shot, but my reasoning is that the callouts don’t show since they’re not headings, so either you add a heading in front of the callout or you try to make the callout be a heading using CSS…

I think the first is easier and if you don’t want to look at the heading you could always hide it using CSS. Like if you used H6 headings, you could hide all of those from anywhere but source mode (and the active line of live preview).