Nice! I also have this pain of the file losing shape quickly. My take is to have a a CLI tool to "carry over" all todos which aren't solved into a new heading.

Nice! I also have this pain of the file losing shape quickly. My take is to have a a CLI tool to "carry over" all todos which aren't solved into a new heading. This way the old/resolved items are moved to the back/lower in the file. I call it Rodo (Todos in Ruby): https://github.com/coezbek/rodo https://github.com/coezbek/rodo It uses Markdown for syntax.