This is a way to make check lists that are more useful. You only fill the box when your all the way done with the task, when you are about half way done you fill the box half way. I learnedabout this from Adam Savage in his book, "Every Tool is a Hammer". He learned about it when he worked at Industrial Light & Magic.Does it have an official name? (screen shots from his book)

I make a habit of outlining chapters in Obsidian as it allows me to structure them with indented bullet points, and to link individual bullet points to supporting notes, including notes on original sources. I also make the bullet points into checkboxes, so I can check them off as I make my way through the outline as I’m drafting the actual chapter.