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Re:Lists, more lists, and the power of checkboxes (2019) by hanklazard on Thursday August 05, 2021 @03:36PM (#28078472)
(not able to edit my previous post at this point, but wanted to follow-up for you and anyone else reading this in the furture)

I just watched a video for an Obsidian plugin called "Outliner" and I think it does what you're trying to do with collapsible sections. Here's the video, it's the first plugin that he reviews: https://youtu.be/2234DXKbNgM

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