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Re:Lists, more lists, and the power of checkboxes (2019) by hanklazard on Tuesday August 03, 2021 @07:52PM (#28055699)
I don’t have a solution for that, but I did just start looking through the large community plugins list — there are a lot that address these types of specific use-cases, so it might be worth a browse:

https://github.com/obsidianmd/obsidian-releases/blob/master/...

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